Location: Calgary, Canada; Toronto, Canada; Vancouver, Canada; Ottawa, Canada
Top 3 Reasons To Join Us
Competitive salary
100% Remote
Insurtech industry leader worldwide
About Us
At CoverGo, our mission is to help insurance companies and banks to make insurance 100% digital, to better serve their customers.
We are the leading provider of cutting-edge technology to the insurance industry
We’re also the winner of the insurtech of the year in all of Asia in 2021 and other awards globally
We work with enterprise clients such as AXA, MSIG, DBS, Fubon, Bank of China Group Insurance, and many more
We're an international, diverse team with over 20 nationalities and team members working remotely from all over the world
We are fully funded and backed by reputable VC funds and strategic institutional investors
We have offices in Singapore, Hong Kong, and Vietnam. We plan to expand to the US and other markets in the upcoming months
We’ve grown our annualized revenue by over 1000% since January 2021
We’re constantly working towards making CoverGo a workplace that you love coming to. We deeply believe that bringing together a diversity of thoughts, expressions, and perspectives is key to building the best culture for equally diverse communities all over the world
What You Will Do
Work with clients and technical resources to identify their business problems and develop the right approach and analytical solution
Produces Functional Specification; interacts extensively with various business units and teams for Requirements Gathering and Elicitation. The functional specification is the basis of system development and enhancement
Lead (direct report) Business Analysts to grow and continuously improve their craftsmanship
Develops test plans for new workflows and processes; documents process changes
Create process models for current and future states for process analysis
Initiate process assessments to evaluate its efficiency and effectiveness and create findings and improvement recommendations
Complete process gap analysis and transactional process documentation requests using consultative and proactive engagement frameworks
Execute the end-to-end document lifecycle to ensure consistent quality work from the process creation to consumption
Ensure that procedures for controlling, preserving, securing, and updating business process documentation are followed
What We Need
A degree in Business, IT or any relevant field
At least 7 years of experience in a BA role
Previous experience working in the insurance industry or Insurtech is a must
Experience in advising and guiding clients on complex transformation programs with key domain expertise in business readiness, business adoption, change strategy, visioning, execution, stakeholder management, benefits management, and communication
Basic understanding of the technical development cycle of a mobile application or web portals
Agile/Scrum Framework for Project Planning & Release Management experience is a must
Strong written and verbal communication skills in English
Why You’ll Love Working Here
Full-remote
Local time zone office hours, work by your schedule
Paid annual leaves
Employee stock options
Performance bonus
УдалённоleadCalgary, Canada; Toronto, Canada; Vancouver, Canada; Ottawa, Canada; Local time zone office hours, work by your schedule
Location: Remote, Canada; Remote, United States
GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster.
The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems.
Co-create the future with us
as we build technology that transforms how the world develops software.
*
Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab.
An overview of this role
As a Senior Developer Advocate at GitLab, you'll help technical audiences understand and use our intelligent orchestration platform where teams and their AI agents ship secure software faster. You'll go deep on the product, especially GitLab Duo Agent Platform and our newer capabilities, and continuously discover real-world workflows that teams care about. You'll turn that hands-on knowledge into demos, blog posts, videos, and presentations, and bring what you learn from customers and the developer community back to GitLab.
This role focuses on showing the product in action and building relationships with customers and the community. You'll help cover events and work across U.S. and Canadian time zones.
What you'll do
Deeply understand GitLab's platform, especially our AI agent capabilities, and continuously find productive, real-world use cases worth showing.
Create product content, including videos, blog posts, presentations, and social clips that show key use cases for GitLab in the user interface and terminal.
Produce video content end to end: script, record, and edit product walkthroughs and demos, and collaborate with GitLab's video team on longer or higher-production pieces.
Deliver product demos and participate in analyst briefings.
Engage with customers through webinars, customer meetings, and other conversations.
Participate in the developer community by engaging on the GitLab forum and Discord, following the conversations happening on social platforms, in newsletters, and at events, and making sure GitLab has a voice in the ones that matter.
Answer technical questions that come through the sales team, and partner with support, sales, and product on developer-facing educational content.
Use hands-on product experience to share feedback with product teams and test new features.
Contribute to technical research and analysis of the developer tools landscape.
Travel requirement up to 20% for events and customer meetings.
What you'll bring
Hands-on technical experience. You understand how software gets built, with a focus on everything that happens after code is written, and can talk about it credibly with engineers.
Understanding of artificial intelligence and its use in software development, from coding all the way to production. You have built and operated agentic systems and infrastructure.
The ability to explain technical products clearly. You can demo a product, record a walkthrough, or speak at a conference without it feeling forced.
Fluency in developer social platforms. You know what's interesting to the people we're trying to reach and can participate in the conversation with credibility.
Curiosity and self-direction. You're already finding the next thing worth talking about, following the right people, and noticing opportunities.
Experience engaging with customers, developers, or technical communities.
Ability to work independently and collaborate across sales, engineering, product, and other teams.
About the team
The Developer Advocacy team creates content that shows GitLab in use, engages with customers and the developer community, and brings hands-on product feedback to GitLab teams. The team also contributes technical research and analysis, while partnering with other groups to share its findings.
The base salary range for this role’s listed level is currently for residents of the United States only. This range is intended to reflect the role's base salary rate in locations throughout the US. Grade level and salary ranges are determined through interviews and a review of education, experience, knowledge, skills, abilities of the applicant, equity with other team members, alignment with market data, and geographic location. The base salary range does not include any bonuses, equity, or benefits. See more information on our
benefits
and
equity
. Sales roles are also eligible for incentive pay targeted at up to 100% of the offered base salary.
United States Salary Range
$115,200
—
$194,400 USD
How GitLab Supports Full-Time Employees
Benefits to support your health, finances, and well-being
Flexible Paid Time Off
Team Member Resource Groups
Equity Compensation & Employee Stock Purchase Plan
Growth and Development Fund
Parental Leave
Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from
underrepresented groups
are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application.
Country Hiring Guidelines:
GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process.
Privacy Policy:
Please review our
Recruitment Privacy Policy.
Your privacy is important to us.
GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also
GitLab’s EEO Policy
and
EEO is the Law
. If you have a disability or special need that requires
accommodation
, please let us know during the
recruiting process
.
Location: United States
Company Intro
At
Toloka AI
we create data that powers leading GenAI models and innovations. We work with frontier labs, big tech, renowned AI startups, enterprises and non-profit research organizations worldwide. We use a combination of Experts + Crowd + Tech Platform to teach AI models to reason and evaluate their efficacy and safety. We have experts in more than 50 different domains—from doctors and lawyers to physicists and engineers—and boast one of the most diverse global crowds,
representing over
100 countries and speaking 40+ languages
. We are a well-funded startup with an enviable portfolio of clients including
Anthropic
,
Amazon
,
Microsoft
,
poolside
,
Recraft
, and
Shopify
.
Recently, we secured strategic investment led by
Bezos Expeditions
with participation from
Mikhail Parakhin
,
CTO of Shopify
and board advisor to leading GenAI companies, who now serves as our Chairman of the Board. Our remote-first team is globally distributed around the world:
USA
,
UK
,
the Netherlands
,
Serbia
, and more. We are headquartered in Amsterdam.
About position
We're seeking a
Freelance
AI Data Project Manager
who will join our Delivery team and will build, drive and maintain our client’s solutions. Joining us in this role means you will lead a virtual cross-functional team managing successful project implementation. This involves both client communication and internal coordination.
The team consists of talented engineers of different kinds, supply managers and other departments on an ‘as needed’ basis. This is a key role for us to ensure we deliver the best possible experience for our clients and enable us to constantly grow our business.
Example Projects
SFT (supervised fine tuning) data generation pipeline producing thousands of prompts and completions weekly across several languages and domains of knowledge;
Evaluation pipeline helping to estimate LLMs’ responses quality and reaching a throughput of hundred thousands weekly;
A red-teaming project helping to collect malicious prompts of different kinds to ensure models’ safety.
Key Responsibilities
Take ultimate ownership for all delivery team projects, including data quality, delivery timelines, unit economics and overall transparency for stakeholders;
Lead a cross-functional delivery team ensuring projects are on track, any issues and risks are highlighted and resolved proactively;
Own operations of the delivery team: including internal and external communication, activities planning, posting summaries and status updates, conducting retros etc.;
Drive and motivate the team, seek out change to increase the organization’s efficiency;
Help roll out improvements to the delivery team focussing on increased adoption and providing feedback for further improvements.
Qualifications
Experience leading
technical cross-functional teams
;
Experience
managing
complex projects
including discovery, decomposition, scope planning, implementation and adoption;
Client facing experience
;
Being generally agile, able to switch quickly to new domains and subjects;
Consulting
,
Tech
,
Competitors
background is a big plus;
Good understanding of LLMs and their life cycle in particular;
Experience in
data generation
;
Experience and proactiveness in suggesting process changes is appreciated;
Proven experience in the
AI space
, including working with clients and managing teams or projects at scale.
What we can offer
Full-time independent contractor engagement (B2B)
through the
Ontop
contractor platform
, working via your own company or business entity;
Flexible, fully remote schedule (
40 hours per week
);
Work at the leading edge of AI development, alongside a dedicated and dynamic team of experts;
Projects with customers that are AI industry leaders and well-known household names;
Friendly community.
[Important Notice] Scam Alert Regarding Fake Job Postings
It has come to our attention that an individual or group is fraudulently impersonating Toloka to post fake jobs and solicit personal information from applicants.Please be aware:
Official Communication:
Our recruiting team will
only
contact you from an official "
toloka.ai
" email address. We will NEVER use Gmail, Yahoo, Tolokainc, toloka.inc, or other personal or seemingly business email accounts.
Our Process:
We will
never
ask for your bank account details, credit card number, or any fees as part of the application or interview process.
Official Listings:
All legitimate job openings are posted on our official careers page:
https://toloka.ai/careers#job-list
What to do:
If you see a suspicious job posting or have been contacted by someone you suspect is a scammer, please do not provide any personal information. Instead, report the incident to us directly at
security@toloka.ai
and report the profile/post to LinkedIn.We are taking this matter very seriously and are working with the appropriate parties to resolve it.
Thank you for your vigilance!
To learn how we collect, use, disclose, and store personal data, check out our
Privacy Notice
.
Location: San Francisco, CA; New York, NY
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE TECH, MEDIA & TELECOM TEAM
- We work with some of the world's most influential and recognizable companies, from global telecommunications providers and leading media brands to technology platforms that power businesses worldwide.
- We build agents for the moments that matter, helping our customers rise to the occasion when service disruptions, major product launches, or global events like the World Cup https://www.linkedin.com/posts/claybavor_at-sierra-we-are-very-proud-to-have-partnered-activity-7491200203899760641-I27d?utm_source=share&utm_medium=member_desktop&rcm=ACoAABYjELMBZfjrg-wrv53M1tVXGe93FF3eTww drive millions of customer interactions.
- We bring Sierra’s Horizon https://sierra.ai/product/horizon vision to TMT by building agents that transform the entire customer relationship:
- Telecommunications: Turn one of the most frustrating customer experiences into one of the most personal, with agents that understand each subscriber, optimize their plan and savings, anticipate opportunities to add value, and earn their loyalty over time.
- Media: Turn every subscription into an ongoing, personalized relationship, with agents that help each subscriber get the most from their experience through the right content, offer, plan, and support from their free trial through retention.
- Technology: Bring the white-glove customer experience traditionally reserved for the largest enterprise accounts to every customer, helping them adopt the product, discover new ways to get value, expand their usage, and successfully renew.
WHAT YOU’LL DO
- Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
- Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
- Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
- Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
EXAMPLE PROJECTS
These are some examples of projects that engineers on our team have worked on recently:
- Create agents that pursue goals over weeks and months, reasoning about when to reach out, which channel to use, and what next action will move a customer relationship forward.
- Develop personalization and experimentation systems powered by Sierra's Context Engine https://sierra.ai/blog/context-engine that combine customer data, behavior, prior conversations, and real-time context to determine the right offer or experience, then learn from every interaction and experiment to autonomously improve personalization over time.
- Design conversational discovery agents that reason across huge content catalogs and rich subscriber context, using interests, history, entitlements, and the moment at hand to help someone quickly find something they'll actually want to watch, read, or listen to.
- Build agents that troubleshoot deeply integrated telecommunications and connected-device experiences, reasoning across account, billing, network, and device systems to diagnose issues and take the actions needed to resolve them.
- Experiment with new voice experiences and Voice Personas https://sierra.ai/blog/introducing-voice-personas tailored to each brand, customer, and moment, bringing the right empathy, energy, and conversational style to everything from navigating a frustrating telecom billing issue to helping someone discover their next favorite show or find the plan that's right for them.
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Excitement in the Tech, Media & Telecom space and a care for helping some of the world’s top brands continue to build brand loyalty with their customers.
EVEN BETTER...
- Experience building or deploying AI/LLM systems in production
- Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Prior experience with React, TypeScript, and/or Go
- Previous roles where you interfaced with customers or led technical projects with external stakeholders
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY; Atlanta, GA
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE TRAVEL, TRANSPORTATION AND HOSPITALITY TEAM
- The Travel, Transportation and Hospitality (TTH) supports some of the largest airlines, hotel chains, rental car brands, cruise lines and travel tech companies in the world. Our customers are frontiers in the travel space, and are true thought partners in shaping our platform, helping reinvent what hospitality looks like in this new era. Our customers rely on us to not only deliver standout customer experiences, driving stronger growth in their business.
- Our TTH team is constantly pushing the bounds of what is possible within this industry and beyond. We help support our customers in the moments that matter — whether that’s proactively encouraging new bookings to prepare for exciting events, or helping guests rebook their flights or stays during times of distress. We help our customers maximize the lifetime value of their guests and build products to delight guests at every touchpoint.
- We’re a small and scrappy team, and we support each other with any deliverables we have to meet. Every engineer on TTH is also a product-led thinker; every PM on TTH is tinkering and developing tangible prototypes; and every strategist on TTH is capable of owning an agent end to end. As a part of this team, you’ll set the standard on what it means to go beyond your role, and help build the travel industry of the future.
WHAT YOU’LL DO
- Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
- Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
- Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
- Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
EXAMPLE PROJECTS
These are some examples of projects that engineers on our team have worked on recently:
- Building innovative multimodal experiences: Spearhead cross-cutting initiatives, partnering with the voice and Experience SDK teams to bring to life embedded voice mode in mobile apps. This brand new product allows users to talk, tap and text with our agents all in a single view — unlocking communication through rich visualizations, and accuracy in input collection with chat, with the ease and efficiency of voice.
- Shipping complex booking experiences: Build personalized booking flows, including leveraging Google Maps APIs to support searching for properties via an embedded map view, developing a recommendation engine based on past reservations and orchestrating seamless payment collection to complete the full booking lifecycle.
- Abstracting complex systems into packages: Modernize legacy reservations systems by creating Sierra packages that optimize querying and updating trips for customers across the board. You’ll be challenged to think deeply about how to orchestrate each step of these workflows to maximize efficiency while upholding reliability and accuracy.
- Improving the capabilities of our built in integrations: Expand platform extensibility by introducing new capabilities to our existing integrations. An example is extending our MCP integrations to support MCP UI, which allows customers to dynamically host their custom UI resources on our embedded chat windows.
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Excitement in the travel space and a genuine care for helping improve the guest experience as a whole. Our customers care deeply about their guests, and we carry that through what we build every day.
EVEN BETTER...
- Language Fluency: Professional fluency in both Spanish and English.
- Experience building or deploying AI/LLM systems in production
- Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Prior experience with React, TypeScript, and/or Go
- Previous roles where you interfaced with customers or led technical projects with external stakeholders
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY; Atlanta, GA
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE FINANCIAL SERVICES TEAM
- Our financial services customers span insurers that provide protection for life’s most challenging moments, systemically important banks, neobanks committed to building more delightful banking software, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
- Our Financial Services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle—the hours after a family discovers their home has been damaged by a wildfire and begins filing a claim; the difficult conversation following the loss of a loved one as beneficiaries navigate a life insurance claim; the frustration of dropping a phone, shattering the screen, and trying to quickly understand coverage and arrange for a repair or replacement.
- Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
WHAT YOU’LL DO
- Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
- Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
- Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
- Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
EXAMPLE PROJECTS
These are some examples of projects that engineers on our team have worked on recently:
- Design and build AI agents for large insurance companies that consistently outperform human agents in filing claims quickly and consistently.
- Develop and refine AI agents capable of navigating complex customer interactions, like generating a quote for insuring a modified 1960s Corvette.
- Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!
- Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
- Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Genuine interest in Financial Services and improving the end customer experience. Experience in insurance technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (coverage advice, PII handling, etc.) are a strong plus.
EVEN BETTER...
- Experience building or deploying AI/LLM systems in production
- Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Prior experience with React, TypeScript, and/or Go
- Previous roles where you interfaced with customers or led technical projects with external stakeholders
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: United States (Remote)
Workplace: Remote
ABOUT ONEPAY
OnePay is the consumer fintech trusted by millions of Americans to make money better.
Our financial system is broken. High fees, low rates, and too few ways to actually grow your money. We’re fixing it. And we’re moving fast.
We’re an all-in-one financial services platform that brings together banking, high-yield savings, credit cards, point-of-sale lending, investing, and crypto in one place. We also partner with employers, HCM providers, gig platforms, and others to deliver embedded financial services to millions of employees and frontline workers.
We’re backed by Walmart, the world’s largest retailer, and Ribbit Capital, one of fintech’s most respected investors, giving us rare scale, distribution, and the opportunity to build something truly category-defining.
But what really sets OnePay apart is how we move. Our customers don’t have time to wait… and neither do we. This place moves fast, and we’re looking for people who are:
- Ready to run
- Hungry and driven by urgency
- Exceptional at what they do, with low ego
- Comfortable operating in motion
THE ROLE
As a Consumer Communications & New Media Manager at OnePay, you will own how the internet talks about us — building relationships with traditional consumer media, the podcasters, Substackers, live show hosts, and new media creators who actually move consumer opinion today. You'll be the connective tissue between OnePay and the voices shaping how people discover and trust us — landing us on the right pages, shows, channels and newsletters, shaping the story, and making sure those conversations land with consumers. This is a hands-on, individual-contributor role for someone who wants to own a program end to end, not just execute a calendar. You will:
- Build and maintain relationships with reporters, producers, podcasters, Substackers, live show hosts, and new media creators across finance, tech, culture and lifestyle
- Pitch OnePay stories and secure placements — reviews, guest appearances, interviews, newsletter features, live show segments
- Manage inbound requests from media outlets and prioritize the right opportunities
- Develop and manage ongoing new media partnerships that extend OnePay's reach with consumers
- Write and edit pitches, briefing docs, talking points, and Q&A prep tailored to new media formats
- Monitor media coverage and sentiment, flagging risks and opportunities to leadership
- Partner with legal and compliance on messaging in a regulated, fintech-sensitive environment
- Represent OnePay directly in interviews and appearances as needed
YOU BRING
- 5+ years in communications, PR, or new media/creator relations, in-house or agency
- Active, demonstrated relationships with reporters, podcasters, substackers, live show hosts, and other new media creators
- Excellent writing and pitching skills — you can turn a feature into a story a host or creator wants to run
- Comfort navigating fast-moving, informal media formats (live shows, podcast) alongside traditional press norms
- Drive and proactivity — everyone here is a builder and executor
WHAT WE OFFER
- Competitive base salary, stock options, and health benefits from Day 1
- 401(k) plan with company match
- Remote-friendly (US), flexible time off (FTO), and opportunities for growth
- A high-growth, mission-driven, inclusive culture where your work has real impact
STANDARD INTERVIEW PROCESS
Our process varies by role. Most candidates go through:
- AI-assisted initial screen
- Interview with Talent Partner
- Technical or Hiring Manager Interview
- Team Interview
- Executive Interview
- Offer!
EQUAL EMPLOYMENT OPPORTUNITY
To build technology and products that are used and loved by people and solve real-world problems, we need to build a team with many different perspectives and experiences. We are an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We encourage candidates from all backgrounds to apply. Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us at talent@onepay.com.
Location: San Francisco, CA; New York, NY; Atlanta, GA; Toronto
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE RETAIL TEAM
- The Retail team on Agent Engineering supports some of the largest and most storied consumer brands in the world – including Uber, Wayfair, Wilson, and Sonos. Together, we’re reinventing what commerce looks like in this new, AI-first era. Our customers rely on us to not only deliver novel experiences, but also host hundreds of millions of shopper and vendor interactions across web, app, phone, and in-store channels every year.
- Our team supports our customers’ customers in the moments that matter – whether that's guiding a shopper to the right product during a limited drop or a Black Friday surge, locating a package that never arrived, or troubleshooting an appliance that stopped working. Always true to each brand’s voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
- Our team supports our customers' customers in the moments that matter most, from product discovery and checkout to order tracking and troubleshooting. Always true to each brand’s voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
- Every engineer on the Retail Team is a product-led thinker; every PM on Retail is also tinkering and developing tangible prototypes; and every strategist on Retail is capable of owning an agent end to end. As a part of this team, you'll set the standard on what it means to go beyond your role, and help build the groundwork for the retail industry in the future.
WHAT YOU’LL DO
- Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
- Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
- Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
- Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
EXAMPLE PROJECTS
These are some examples of projects that engineers on our team have worked on recently:
- Abstracting complex commerce systems into packages: Modernize the sprawl of order management, fulfillment, returns, and warranty systems behind the large retailer ecosystem by creating scalable packages that optimize looking up and updating orders for customers – from Shopify storefronts to decades-old homegrown Order Management System (OMS) and claims platforms.
- Shipping the full discovery-to-checkout lifecycle: Build personalized shopping flows that carry a shopper from a vague idea to a completed order. This includes everything from building a recommendation engine that combines transcript-aware planning, structured filters, and semantic and keyword search to payment and order placement.
- Building production-grade agents at a truly global scale: Sierra’s retail agents serve some of the world’s largest global brands, handling traffic at unprecedented volumes during the busiest times of the year and across all geographic locales. You will be building at the frontier of enterprise applied AI.
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Excitement in the retail space and a care for helping some of the world’s top brands continue to build brand loyalty with their customers.
EVEN BETTER...
- Experience building or deploying AI/LLM systems in production
- Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Prior experience with React, TypeScript, and/or Go
- Previous roles where you interfaced with customers or led technical projects with external stakeholders
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY; Washington, D.C.
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE PUBLIC SECTOR TEAM
- Sierra recently received FedRAMP High https://sierra.ai/blog/certified-fedramp-high certification, enabling us to bring our industry-leading technology to partners in the US public sector. We’re now building our founding public sector team to redefine the relationship between the government and its citizenry.
- Today, our agents already enable citizens to access social services, report fraud, and understand complex government systems. Simultaneously, they empower government officials to better hear the concerns and inquiries of their constituencies.
- We are explicitly nonpartisan and committed to empowering public servants to leverage AI to advance their important missions.
- In our journey, we are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
WHAT YOU’LL DO
- Design and build production-grade AI agents for government institutions at the Federal and state level.
- Partner closely with industry leadership to build our public sector team, including our capture motion, market strategy, and product components to scale quickly.
- Work closely with institutions to understand their most urgent needs and identify novel opportunities to expand our impact - for example through outbound contacts or long-horizon agents.
- Build the future of the platform: Your direct work with public sector customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development.
WHAT YOU'LL BRING
- Full stack software development skills and familiarity with AI development processes.
- A passion for public sector work and a faith in the potential of our institutions to transform outcomes for their constituents.
- Comfort working directly with customers to understand their needs and solve real-world problems. A core part of the role is coordinating directly with public servants at our partners to understand their workflows.
EVEN BETTER…
- Experience building conversational or long-horizon agents using proprietary or open source frameworks.
- Demonstrated track record ambiguity, for example as part of a founding team, new initiative at a large enterprise, forward deployed engineering, or elsewhere.
- A prior understanding of government work and its complexities, including procurement, regulation, and patterns of partnership.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY; Atlanta, GA
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE FINANCIAL SERVICES TEAM
- Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
- Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
- Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
WHAT YOU’LL DO
- Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
- Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
- Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
- Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
EXAMPLE PROJECTS
These are some examples of projects that engineers on our team have worked on recently:
- Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
- Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
- Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!
- Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
- Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
EVEN BETTER...
- Experience building or deploying AI/LLM systems in production
- Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Prior experience with React, TypeScript, and/or Go
- Previous roles where you interfaced with customers or led technical projects with external stakeholders
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: New York, NY; San Francisco, CA
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE HEALTHCARE TEAM
- Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
- Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
- Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
WHAT YOU'LL DO
- Design and deliver production-grade AI agents for healthcare: You'll build and ship highly performant, reliable, and empathetic AI agents that handle sensitive patient and member interactions. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands.
- Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments serving healthcare payers, providers, and platforms.
- Partner with healthcare leaders: You'll work directly with executives and technical teams at health plans, provider networks, and healthcare technology companies to understand their most pressing challenges - from managing high call volumes to reducing administrative burden and building AI agents that transform how they operate at scale.
- Navigate healthcare complexity: You’ll develop deep expertise in healthcare systems and workflows, including integrations across EHR and patient access platforms, payer and provider operations, and common healthcare data and interoperability standards. You’ll become fluent in the nuances of benefits and eligibility, claims and billing, scheduling and intake, and translate that understanding into exceptional, trustworthy AI experiences.
- Build the future of the platform: Your direct work with healthcare customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development in healthcare.
EXAMPLE PROJECTS
These are examples of projects our healthcare team has worked on:
- Build AI agents for major health insurance networks that handle detailed questions such as, "What's my co-pay for a primary care visit?" and "How many physical therapy sessions do I have left?"
- Develop voice and chat agents for healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location;
- Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics;
- Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates;
- Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility - all while maintaining HIPAA compliance and strong PHI/data privacy safeguards.
- Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions;
WHAT YOU'LL BRING
- Experience building and scaling end-to-end production systems.
- Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
- A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
- Comfort working directly with customers to understand their needs and solve real-world problems.
- Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
- Genuine interest in healthcare and improving patient/member experiences.
EVEN BETTER...
- Experience in healthcare technology, health IT or working with healthcare organizations
- Familiarity with healthcare systems: Major EHR ecosystems (e.g., Epic, Cerner/Oracle Health, athenahealth); X12 EDI transactions and clearinghouse workflows; scheduling/patient access, practice management, and contact center platforms.
- Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy).
- Experience building or deploying AI/LLM systems in production.
- Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed.
- Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering.
- Prior experience with React, TypeScript, and/or Go.
- Previous roles where you interfaced with customers or led technical projects with external stakeholders.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: Worldwide
Location:
Remote (EMEA)
Type:
Internship (Full-time preferred)
Time zone:
CET or within ±3 hours
Duration:
6 months
Compensation:
Unpaid internship
About Transparent Hiring
Transparent Hiring is an international relocation and recruitment agency helping IT professionals from around the world build careers in Germany and relocate there with confidence. We’ve been growing steadily for over 5 years and combine the flexibility of a startup with the stability of an established team.
Internship Overview
We’re looking for a
Digital Marketing Intern
to support our marketing and content initiatives and gain hands-on how digital marketing works in a real, fast-moving environment.
No prior marketing experience is required.
If you have any experience with social media, content writing, or website-related work, that’s a plus.
You’ll work closely with our marketing lead and founders, receive guidance and feedback, and gradually take ownership of tasks as you grow. At the end of the
6-month internship
, we’ll run a performance and fit evaluation and, if it’s a strong match on both sides, explore the possibility of transitioning into a
long-term role
(depending on performance and business needs).
What You’ll Learn & Work On
• Webinar Management & Setup
— setting up webinar landing pages, moderating webinars, and preparing presentations and other webinar materials. Full training and guidance will be provided.
• Instagram & Telegram Influencer Outreach & Seeding
— finding relevant influencers and Telegram channels, reviewing and selecting them based on audience and performance metrics, communicating with influencers and channel admins, coordinating publications, preparing copy and creatives.
• Creative Content
— creating simple reels in CapCut based on provided briefs, producing AI voiceovers using ElevenLabs, and creating various creative assets for email campaigns and other marketing activities.
What We’re Looking For
• Fluency in
English (C1) and Russian (C1)
• Strong willingness to learn and grow in digital marketing
• Reliable execution and strong follow-through
• High attention to detail and consistency
• Clear written communication in English
Bonus:
experience with social media, content writing, or website content management (e.g., WordPress)
What We Offer
• Full onboarding and training — marketing background not required
• Flexible working hours and a remote-friendly setup
• Direct mentorship, structured tasks, and clear feedback
• Increasing responsibility as you grow
• A friendly, international, mission-driven team
Evaluation after 6 months
with the possibility to transition into a
long-term role
, depending on performance and business needs
How to Apply
Send us your
CV
and a few sentences about:
why you’re interested in this internship, and
what you’d like to learn in digital marketing.
If you’re proactive, organized, and excited to grow your digital marketing skills while contributing to a meaningful international brand — we’d love to hear from you.
Location: London, United Kingdom
About Nebius:
Nebius is leading a new era in cloud infrastructure for the global AI economy. We are building a full-stack AI cloud platform that supports developers and enterprises from data and model training through to production deployment, without the cost and complexity of building large in-house AI/ML infrastructure.
Built by engineers, for engineers. From large-scale GPU orchestration to inference optimization, we own the hard problems across compute, storage, networking and applied AI.
Listed on Nasdaq (NBIS) and headquartered in Amsterdam, we have a global footprint with R&D hubs across Europe, the UK, North America and Israel. Our team of 1,500+ includes hundreds of engineers with deep expertise across hardware, software and AI R&D.
The role
As a Senior Machine Learning Engineer on the Applied AI team at Nebius Token Factory, you will own model and endpoint optimization from model artifacts through production deployment. Your work will span model internals, quantization and model compression, speculative decoding, KV-cache optimization, inference engines, serving architecture, and benchmarking to improve latency, throughput, memory efficiency, GPU utilization, and cost per token while preserving quality and reliability.
You will work with kernel and platform engineers to investigate serving problems, compare configurations, and resolve performance and quality regressions. You will evaluate model- and engine-level optimizations together with distributed inference designs, including request routing, scheduling, prefill/decode coordination, and multi-node GPU execution. Your improvements will be validated through reproducible benchmarks and safe production rollouts under real-world workloads.
Your responsibilities
Own optimization projects for specific model families, customer endpoints, or serving backends.
Compare inference engines and recommend serving configurations suited to individual workloads.
Diagnose model-quality and performance regressions during production rollouts.
Improve LLM and VLM endpoint latency, throughput, memory efficiency, GPU utilization, quality, and cost per token.
Deploy, configure, benchmark, and extend engines such as vLLM, SGLang, TensorRT-LLM, Triton Inference Server, and NVIDIA Dynamo.
Develop production model-compression workflows covering quantization, quantization-aware training, distillation, low-bit serving, and accuracy recovery.
Implement or integrate speculative decoding, draft-model approaches, KV-cache optimization, prefix caching, chunked prefill, continuous batching, and disaggregated prefill/decode serving. For prefill–decode disaggregation (PDD), evaluate KV-cache transfer, worker placement, and capacity balancing to determine which workloads benefit from the architecture.
Design and improve LLM request routers and scheduling policies that balance worker utilization, queueing, request characteristics, and KV-cache locality while meeting latency and reliability targets.
Scale dense and mixture-of-experts inference across multiple GPU nodes. Select and tune tensor, pipeline, data, and expert parallelism—including wide expert parallelism (WideEP)—with attention to hardware topology, expert load balance, and communication overhead.
Build reproducible benchmark harnesses measuring TTFT, TPOT, tokens per second per GPU, p95/p99 latency, GPU memory, reliability, and cost per token. Validate architecture choices under representative traffic and consistent GPU budgets.
Collaborate with GPU kernel and platform engineers to trace bottlenecks across model code, kernels, runtime, scheduler, gateway, and cluster layers.
Produce design documents, performance reports, rollout plans, and customer-facing technical explanations.
Must-haves
Strong engineering skills in Python and PyTorch.
Hands-on experience deploying or optimizing LLM, VLM, or high-throughput transformer inference.
Practical knowledge of at least one modern inference stack, such as vLLM, SGLang, TensorRT-LLM, Triton Inference Server, NVIDIA Dynamo, Ray Serve, KServe, or an equivalent internal system.
A strong understanding of transformer inference bottlenecks involving KV cache, attention, memory bandwidth, batching, parallelism, and long-context serving.
Ability to quantify trade-offs among latency, throughput, quality, utilization, and cost.
Experience designing or optimizing distributed inference system architecture, with hands-on work in one or more areas such as request routing, distributed scheduling, PDD, multi-node inference, or expert parallelism.
Strong communication and collaboration skills across research, kernel, infrastructure, product, and customer teams.
Nice-to-haves
Experience with quantization-aware training, post-training quantization, FP8, INT8, INT4, NVFP4, MXFP4, AWQ, GPTQ, or SmoothQuant.
Experience with distillation, speculative decoding, EAGLE, Medusa, multi-token prediction, or related inference acceleration methods.
Experience supporting agentic workloads involving tool calling, structured outputs, streaming APIs, high concurrency, and multi-step orchestration.
Familiarity with CUDA or Triton; the role does not require kernel engineering to be the candidate’s primary specialization.
Contributions to open-source projects such as vLLM, SGLang, TensorRT-LLM, FlashInfer, LMCache, PyTorch, Triton, Ray, or KServe.
Implementation experience with cache-aware request routing, PDD, or WideEP, including diagnosing communication bottlenecks and load imbalance.
Familiarity with GPU communication libraries and interconnects, such as NCCL, NVLink, InfiniBand, or RoCE.
Benefits & Perks:
Competitive compensation
Career growth and learning opportunities
Flexibility and ownership
Collaborative and innovative culture
Opportunity to work on impactful AI projects
International environment and talented teams
What's it like to work at Nebius:
Fast moving - Bold thinking - Constant growth - Meaningful impact - Trust and real ownership - Opportunity to shape the future of AI
Equal Opportunity Statement:
Nebius is an equal opportunity employer. We are committed to fostering an inclusive and diverse workplace and to providing equal employment opportunities in all aspects of employment. We do not discriminate on the basis of race, color, religion, sex (including pregnancy), national origin, ancestry, age, disability, genetic information, marital status, veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by applicable law.
Applicants must be authorized to work in the country in which they apply and will be required to provide proof of employment eligibility as a condition of hire.
If you need accommodations during the application process, please let us know.
Location: Washington, DC, USA
Why Join Exadel
We’re an AI-first global tech company with 25+ years of engineering leadership, 2,000+ team members, and 500+ active projects powering Fortune 500 clients, including HBO, Microsoft, Google, and Starbucks.
From AI platforms to digital transformation, we partner with enterprise leaders to build what’s next.
What powers it all? Our people are ambitious, collaborative, and constantly evolving.
About the Client
A leading source of multilateral development financing providing loans, grants, and technical assistance to support economic growth and sustainable infrastructure. Operating alongside its private-sector affiliates, the institution leverages public and private capital to address critical regional challenges. Today, it focuses on climate change, innovation, and digital transformation to improve lives across global markets.
What You’ll Do
Define, maintain, and execute the Master Test Strategy and detailed test plans
Establish testing scope, objectives, entry and exit criteria, dependencies, schedules, and quality gates
Lead testing activities across System Integration Testing, regression testing, performance testing, security testing, position conversion, and User Acceptance Testing support
Design, build, and optimize automated test frameworks and reusable test suites
Develop automated tests using the Calypso Automated Testing Tool, Selenium, JUnit, and Cucumber
Integrate automated test execution into CI/CD pipelines
Direct test-case development and execution across front-to-back Calypso workflows
Validate trade capture, pricing, risk, settlements, collateral, SWIFT messaging, and accounting postings
Coordinate test-environment setup, configuration, availability, and maintenance
Lead test-data planning, provisioning, validation, and refresh activities
Configure and maintain the tools required to support manual and automated testing
Coordinate System Integration Testing and User Acceptance Testing with technical teams, functional leads, and available business testers
Lead defect logging, triage, severity classification, prioritization, escalation, and resolution tracking
Manage defects and test execution through Jira and Xray
Monitor defect response and resolution progress and escalate risks affecting test completion
Oversee load, stress, batch, and performance testing using tools such as JMeter and LoadRunner
Coordinate security testing and vulnerability assessments based on OWASP principles
Maintain requirements-to-test traceability and ensure complete test coverage
Produce weekly test-execution metrics, readiness assessments, and quality-status reporting
Prepare test-summary reports, audit-ready evidence packages, and final testing sign-offs
Communicate testing risks, dependencies, blockers, and recommendations to project leadership
What You Bring
Extensive experience leading quality assurance and testing for complex Calypso implementations
Strong knowledge of Calypso front-to-back workflows, including: Trade capture, Pricing
Risk, Settlements, Collateral, SWIFT messaging, Accounting postings
Experience developing and executing master test strategies for large financial-services transformation programs
Hands-on experience with the Calypso Automated Testing Tool (CATT)
Strong test automation experience using Selenium, JUnit, and Cucumber
Experience integrating automated test frameworks into CI/CD pipelines
Experience leading System Integration Testing, regression testing, and User Acceptance Testing support
Strong knowledge of test-environment coordination and test-data management
Experience validating position conversions and complex financial data
Hands-on experience with performance-testing tools such as JMeter or LoadRunner
Knowledge of security-testing practices and OWASP vulnerability-assessment principles
Advanced experience with Jira and Xray for test and defect management
Experience producing test metrics, traceability reports, evidence packages, and release-readiness assessments
Strong defect-management, troubleshooting, and root-cause analysis skills
Excellent leadership, stakeholder-management, and communication skills
English level
Advanced
Work Type:
Onsite/hybrid
Location:
Washington, DC
Legal & Hiring Information
Compensation Transparency: The expected compensation range for this role is $125–140/hr USD, with eligibility for commission, bonus, or other incentive compensation where applicable. Actual compensation will be determined based on experience, skills, qualifications, geographic location within the United States, and business needs.
Location Eligibility: This role is open to candidates residing in the United States.
Experience Requirements: We welcome applicants with relevant experience regardless of where it was obtained. US work experience is not required.
Use of Artificial Intelligence in Hiring: We may use automated tools or artificial intelligence systems to support the screening, assessment, or selection of applicants as part of our hiring process.
Benefits Summary: US-based employees are eligible to participate in Exadel’s benefits programs, which may include comprehensive health, dental, and vision coverage; life and disability insurance; retirement savings programs; paid time off; paid holidays; and other wellness or voluntary benefit programs, subject to plan terms and eligibility requirements.
Equal Employment Opportunity: Exadel is proud to be an Equal Opportunity Employer committed to inclusion across minority, gender identity, sexual orientation, disability, age, and more. We do not discriminate on the basis of race, color, religion, sex, gender identity or expression, sexual orientation, national origin, age, disability, status as a protected veteran, or any other protected characteristic under applicable federal, state, and local laws.
Accessibility and Accommodation: We are committed to providing accommodations throughout the recruitment process in accordance with the Americans with Disabilities Act (ADA) and other applicable federal, state, and local accessibility laws. Reasonable accommodations are available to enable individuals with disabilities to perform essential functions. If you require accommodation at any stage of the hiring process, please contact us.
Data Privacy Notice: For applicants residing in California, please note that personal data collected during the application process is subject to the California Consumer Privacy Act (CCPA) and will be processed in accordance with our applicant privacy notice.
Disclaimer: Please note: this job description is not exhaustive. Duties and responsibilities may evolve based on business needs. The offer is not binding until a signed contract is in place.
Exadel Culture
We lead with trust, respect, and purpose. We believe in open dialogue, creative freedom, and mentorship that helps you grow, lead, and make a real difference. Ours is a culture where ideas are challenged, voices are heard, and your impact matters.
Location: San Francisco, CA; New York, NY; Washington, D.C.
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE PUBLIC SECTOR TEAM
- Sierra recently received FedRAMP High certification, enabling us to bring our industry-leading technology to partners in the US public sector. We’re now building our founding public sector team to redefine the relationship between the government and its citizenry.
- Today, our agents already enable citizens to access social services, report fraud, and understand complex government systems. Simultaneously, they empower government officials to better hear the concerns and inquiries of their constituencies.
- We are explicitly nonpartisan and committed to empowering public servants to leverage AI to advance their important missions.
- In our journey, we are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
WHAT YOU’LL DO
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
- Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, evaluation, launch, and continuous iteration in production. Translate mission goals, policy requirements, and operational workflows into an agent that performs reliably in the real world.
- Be a trusted strategic advisor to public sector leaders. Work shoulder-to-shoulder with agency executives and program leaders to define success, prioritize opportunities, and shape an AI strategy grounded in mission impact.
- Partner with working teams day to day. Run working sessions with program, operations, technology, security, legal, and procurement stakeholders; resolve issues as they arise; and make the decisions that keep deployments moving toward launch.
- Identify new ways to expand our impact. Understand our partners' most urgent needs and develop roadmaps for new use cases, including proactive outreach, multilingual access, and long-horizon agents that can support people across multi-step journeys.
- Directly shape the product and our public sector strategy. Surface unmet needs from customer work, prototype new approaches, and partner with research, product, platform, and public sector leadership to influence Sierra's roadmap, market strategy, and repeatable solutions for government.
EXAMPLE PROJECTS
These are the kinds of projects that strategists on our public sector team have worked on recently:
- Improve access to benefits and services. Launch an agent that helps residents understand eligibility, gather the right information, and navigate a complex application or recertification process across channels and languages.
- Modernize constituent support. Design an agent that answers policy and program questions, provides case or application status, and routes sensitive or exceptional situations to the right public servant with full context.
- Make critical reporting easier and safer. Build trusted conversational experiences for reporting fraud, safety concerns, or other high-stakes issues while meeting rigorous privacy, security, accessibility, and auditability requirements.
- Enable proactive government services. Create a roadmap for outbound agents that remind people about deadlines, explain program changes, or help them complete important next steps before a benefit or service is interrupted.
- Build repeatable public sector capabilities. Use a live agency deployment as a design partnership to shape new platform capabilities, evaluation standards, or implementation patterns that can serve institutions across federal, state, and local government.
WHAT YOU’LL BRING
- Ownership and delivery. A track record of leading multiple complex, high-visibility initiatives and driving cross-functional teams from an ambiguous starting point to measurable outcomes - for example as part of an early team, consultancy, or otherwise..
- Technical aptitude. Comfort engaging directly with technical concepts, including reading API documentation, understanding data models and system architecture, and following engineering and security tradeoffs in design discussions.
- Commitment to public service. A passion for public sector work and a belief in the potential of institutions to improve outcomes for the people and communities they serve.
- Communication. Clear, direct, and persuasive communication across executive, operational, policy, and technical audiences, with the ability to turn complexity into shared decisions.
- Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as policy, stakeholder, or implementation conditions change.
EVEN BETTER...
- Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
- Experience working in or with federal, state, or local government, including familiarity with procurement, security and compliance, accessibility, policy implementation, or systems integration.
- You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
- A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE TECH, MEDIA & TELECOM TEAM
- We work with some of the world's most influential and recognizable companies, from global telecommunications providers and leading media brands to technology platforms that power businesses worldwide.
- We build agents for the moments that matter, helping our customers rise to the occasion when service disruptions, major product launches, or global events like the World Cup https://www.linkedin.com/posts/claybavor_at-sierra-we-are-very-proud-to-have-partnered-share-7491200202284945410-Bg79/?utm_source=share&utm_medium=member_desktop&rcm=ACoAABYjELMBZfjrg-wrv53M1tVXGe93FF3eTww drive millions of customer interactions.
- We bring Sierra’s Horizon https://sierra.ai/product/horizon vision to TMT by building agents that transform the entire customer relationship:
- Telecommunications: Turn one of the most frustrating customer experiences into one of the most personal, with agents that understand each subscriber, optimize their plan and savings, anticipate opportunities to add value, and earn their loyalty over time.
- Media: Turn every subscription into an ongoing, personalized relationship, with agents that help each subscriber get the most from their experience through the right content, offer, plan, and support from their free trial through retention.
- Technology: Bring the white-glove customer experience traditionally reserved for the largest enterprise accounts to every customer, helping them adopt the product, discover new ways to get value, expand their usage, and successfully renew.
WHAT YOU'LL DO
As an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
- Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
- Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
- Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
- Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
EXAMPLE PROJECTS
These are the kinds of projects strategists on our TMT team work on:
- Scope and launch a subscription-retention agent for a telecommunications or media company, then tune it to save more at-risk customers while preserving trust and brand voice.
- Launch a top-of-funnel sales agent for a telecommunications provider that qualifies prospects, recommends plans and devices, and converts interest into new subscriptions.
- Build a new-subscriber onboarding agent that activates service, ports numbers, configures devices, and reduces early-life churn.
- Create a proactive, long-running agent that detects service or account issues, reaches out across channels, and manages resolution before the customer contacts support.
- Develop a media growth agent that drives content discovery, trial conversion, plan upgrades, and subscription renewal.
- Partner with Product to develop capabilities for TMT-scale traffic, including low-latency voice, multilingual experiences, proactive communications, and resilient performance during major launches or service events.
WHAT YOU’LL BRING
- Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
- Communication. Clear, direct, and persuasive across technical and non-technical audiences.
- Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
- Technical aptitude. Comfortable engaging directly with technical concepts — reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
- Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
- Interest in telecommunications, media, and technology. Experience in telecom, streaming and digital media, enterprise or consumer technology, or subscription businesses — and familiarity with customer care, billing, identity, content, or technical support systems — is a strong plus.
EVEN BETTER...
- Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
- You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
- A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
- Client-facing consulting, solutions, or strategy experience in a technically complex environment.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE RETAIL TEAM
- Sierra is partnering with a large and growing number of retailers - including Uber, Wayfair, Wilson, and Sonos. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
- Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
- Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
WHAT YOU’LL DO
As an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
- Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
- Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
- Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
- Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
EXAMPLE PROJECTS
These are the kinds of projects that strategists on our team have worked on recently:
- Launch an order management agent for a national apparel brand — order lookup, cancellations, returns, and exchanges — then hill-climb containment and CSAT week over week.
- Partner with Product to build a shopping agent that plugs into a retailer’s existing search and recommendation systems to guide product discovery — turning the support channel into a revenue channel.
- Stand up an in-store support voice agent for a big-box or grocery retailer, answering the stock-check and store-info calls that largely go unanswered today and converting them into store visits and sales.
- Design a booking, payments, and outbound agent for a consumer services brand operating hundreds of locations.
- Help a marketplace handle order status and buyer–seller disputes at enormous scale.
- Launch outbound campaigns — cart recovery, win-back, churn saves, and subscription renewals — across voice and SMS.
WHAT YOU’LL BRING
- Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
- Communication. Clear, direct, and persuasive across technical and non-technical audiences.
- Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
- Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
- Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
- Interest in retail and consumer experiences. Experience in e-commerce, retail technology, marketplaces, or consumer brands — and familiarity with commerce and CX stacks (e.g., commerce platforms, order management systems, contact center software) — is a strong plus.
EVEN BETTER...
- Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
- You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
- A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Location: San Francisco, CA; New York, NY
Workplace: OnSite
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
ABOUT THE FINANCIAL SERVICES TEAM
- Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
- Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
- Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
WHAT YOU’LL DO
As an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
- Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
- Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
- Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
- Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
EXAMPLE PROJECTS
These are the kinds of projects that strategists on our team have worked on recently:
- Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
- Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
- Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.
- Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
- Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.
WHAT YOU’LL BRING
- Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
- Communication. Clear, direct, and persuasive across technical and non-technical audiences.
- Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
- Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
- Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
- Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
EVEN BETTER...
- Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
- You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
- A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
OUR VALUES
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
- Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
- Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
WHAT WE OFFER
We want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
BE YOU, WITH US
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
УдалённоseniorRemote, Canada; Remote, United States; and Canadian time zones; The base salary range for this role’s listed level is currently for residents of the United States only
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