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Location: Denver, Colorado, United States, AMER From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data-driven. About Us Fivetran and dbt Labs are bringing together two industry-leading companies with a shared mission: helping organizations unlock the full value of their data. Together, we're delivering the data infrastructure layer that helps organizations move, transform, and trust their data — from the moment data moves, through every transformation, to the context teams and AI systems rely on. Fivetran helps organizations automate data movement across the systems, clouds, engines, and tools they rely on. dbt Labs pioneered analytics engineering, helping teams transform data into reliable, governed insights. Together, we support thousands of organizations as they build a trusted foundation for analytics, AI, and better business decisions. As we bring our teams and technology together, we're building on the strengths of both companies while continuing to deliver the products and experiences our customers know and trust. It's an exciting time to join us: we're creating a company with the scale, talent, and technology to help more organizations put their data to work with greater speed, confidence, and impact. About the Role Fivetran and dbt Labs are building data pipelines to power the modern data stack for thousands of companies. We're looking for a senior software engineer to join our Orchestration team, which owns the control plane layer of the dbt platform — the scheduler, execution harness, and results processing. You'll own the design and delivery of features end to end, working across high-throughput APIs and data models to make them faster, more reliable, and more capable. You'll write and review designs, raise the quality bar in code review, use the latest AI tools, and collaborate closely with product and QE to deliver work that scales. Technologies You'll Use Python, Rust, GraphQL, Postgres, Snowflake, Kafka, Kubernetes, Docker, AWS, GCP, Datadog What You'll Do Design and implement features and performance improvements across the Orchestration team's services — the scheduler, execution harness, and results processing Develop, maintain, and test high-quality, maintainable code, and optimize critical paths for performance Write technical designs for feature-level work, actively seek feedback, and clearly explain the trade-offs of your decisions Participate in and review technical designs and pull requests, providing constructive feedback to the team Improve test coverage with comprehensive unit tests and refactor code to drive down tech debt Troubleshoot and debug production issues, and follow up on incidents with post-mortems and mitigation plans Break features into tasks, structure and execute your own project plans, and contribute to sprint and feature planning Collaborate with product managers, QE, customer support, and peers to deliver the best product with high quality, performance, and scalability Participate periodically in the on-call rotation, and be mindful of security throughout your work Use AI tooling — IDE assistants like GitHub Copilot, coding agents like Claude Code, and conversational AI — to accelerate development and to author and review SDLC artifacts such as TDDs, PRDs, post-mortems, and test plans Skills We're Looking For 5+ years of experience in the software industry with a passion for solving complex software engineering problems, including designing and building backend services and reusable components from the ground up Experience working with distributed systems and cloud computing concepts Demonstrated ability to write well-structured, performant, and well-tested code Ability to independently lead feature-level software and design work that satisfies project requirements, and to clearly explain design trade-offs Can identify design flaws in existing systems and propose improvements Experience with code reviews, design, troubleshooting, and testing Proficiency in a modern backend or systems language such as Python, Java, C++, or C# Hands-on experience with cloud platforms (AWS, GCP, or Azure) and containerization (Docker, Kubernetes) Experience with continuous integration tooling such as BuildKite, and familiarity with observability tools like Datadog or Grafana is a plus Fluent in using AI code assistants and coding agents to generate and investigate code, and conversational AI (e.g. Claude, ChatGPT) to research, author, review, and synthesize SDLC artifacts Bonus Skills Experience in data processing (ETL, ELT) and/or cloud-based data platforms Experience building or working with metadata, catalog, lineage, or discovery/search systems Experience with GraphQL APIs and high-throughput, multi-tenant data services Familiarity with the analytics engineering workflow and the dbt ecosystem #LIHYBRID The compensation range displayed on this job posting reflects the minimum and maximum target for new hire compensation for the target position and level, and may include sales incentives or target bonuses depending on the role. Our compensation ranges are determined by role, level, and location. Our job titles may span more than one career level. Within the range, individual compensation is determined by additional factors, including job-related skills, experience, relevant education or training, business need, market demands. The compensation range is subject to change and may be modified in the future. Your recruiter can share more about the specific compensation range for your location during the hiring process. Ontario Pay Range $163,920 — $196,712 USD Perks and Benefits 100% employer-paid medical insurance * Generous paid time away from work, including paid vacation or flexible/unlimited vacation depending on role and country, plus paid sick time, inclusive parental leave, paid holidays, including a year-end Global Week of Rest, and volunteer days off. RSU stock grants* Professional development and training opportunities Company virtual happy hours, free food, and fun team-building activities Monthly cell phone stipend Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents. * May vary by country and worker type - please reach out to your recruiter for more information Click here to learn more about Fivetran's Benefits by Region. We’re honored to be valued at over $5.6 billion , but more importantly, we’re proud of our core values of Get Stuck In, Do the Right Thing, and One Team, One Dream . Read about us in Forbes . Fivetran brings together high-quality talent across the globe to make data access as easy and reliable as electricity for our customers. We value and recognize that our customers benefit from having innovative teams made of people from many backgrounds, experiences, and identities. Fivetran promotes diversity, equity, inclusion & belonging through attracting, recruiting, developing, and retaining a diverse workforce, not only because it is the right thing to do, but because it helps us build a world-class company to better serve our customers, our people and our communities. To learn more about Fivetran’s culture and what it’s like to be part of the team, click here and enjoy our video. To learn more about our candidate privacy policy, you can read our statement here . We are committed to ensuring that all candidates have an equal opportunity to participate in our interview process. If you require accommodations at any stage of the process due to a disability, medical condition, or any other circumstance, please don't hesitate to submit your request by filling out this form . We will work with you to provide reasonable accommodations to facilitate your participation and ensure a fair and accessible interview experience. Your request and any information provided will be kept confidential and will not impact your candidacy. We look forward to hearing from you and accommodating your needs to the best of our ability.

Location: Ontario, Canada From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data-driven. About Us Fivetran and dbt Labs are bringing together two industry-leading companies with a shared mission: helping organizations unlock the full value of their data. Together, we're delivering the data infrastructure layer that helps organizations move, transform, and trust their data — from the moment data moves, through every transformation, to the context teams and AI systems rely on. Fivetran helps organizations automate data movement across the systems, clouds, engines, and tools they rely on. dbt Labs pioneered analytics engineering, helping teams transform data into reliable, governed insights. Together, we support thousands of organizations as they build a trusted foundation for analytics, AI, and better business decisions. As we bring our teams and technology together, we're building on the strengths of both companies while continuing to deliver the products and experiences our customers know and trust. It's an exciting time to join us: we're creating a company with the scale, talent, and technology to help more organizations put their data to work with greater speed, confidence, and impact. About the Role Fivetran and dbt Labs are building data pipelines to power the modern data stack for thousands of companies. We're looking for a senior software engineer to join our Orchestration team, which owns the control plane layer of the dbt platform — the scheduler, execution harness, and results processing. You'll own the design and delivery of features end to end, working across high-throughput APIs and data models to make them faster, more reliable, and more capable. You'll write and review designs, raise the quality bar in code review, use the latest AI tools, and collaborate closely with product and QE to deliver work that scales. Technologies You'll Use Python, Rust, GraphQL, Postgres, Snowflake, Kafka, Kubernetes, Docker, AWS, GCP, Datadog What You'll Do Design and implement features and performance improvements across the Orchestration team's services — the scheduler, execution harness, and results processing Develop, maintain, and test high-quality, maintainable code, and optimize critical paths for performance Write technical designs for feature-level work, actively seek feedback, and clearly explain the trade-offs of your decisions Participate in and review technical designs and pull requests, providing constructive feedback to the team Improve test coverage with comprehensive unit tests and refactor code to drive down tech debt Troubleshoot and debug production issues, and follow up on incidents with post-mortems and mitigation plans Break features into tasks, structure and execute your own project plans, and contribute to sprint and feature planning Collaborate with product managers, QE, customer support, and peers to deliver the best product with high quality, performance, and scalability Participate periodically in the on-call rotation, and be mindful of security throughout your work Use AI tooling — IDE assistants like GitHub Copilot, coding agents like Claude Code, and conversational AI — to accelerate development and to author and review SDLC artifacts such as TDDs, PRDs, post-mortems, and test plans Skills We're Looking For 5+ years of experience in the software industry with a passion for solving complex software engineering problems, including designing and building backend services and reusable components from the ground up Experience working with distributed systems and cloud computing concepts Demonstrated ability to write well-structured, performant, and well-tested code Ability to independently lead feature-level software and design work that satisfies project requirements, and to clearly explain design trade-offs Can identify design flaws in existing systems and propose improvements Experience with code reviews, design, troubleshooting, and testing Proficiency in a modern backend or systems language such as Python, Java, C++, or C# Hands-on experience with cloud platforms (AWS, GCP, or Azure) and containerization (Docker, Kubernetes) Experience with continuous integration tooling such as BuildKite, and familiarity with observability tools like Datadog or Grafana is a plus Fluent in using AI code assistants and coding agents to generate and investigate code, and conversational AI (e.g. Claude, ChatGPT) to research, author, review, and synthesize SDLC artifacts Bonus Skills Experience in data processing (ETL, ELT) and/or cloud-based data platforms Experience building or working with metadata, catalog, lineage, or discovery/search systems Experience with GraphQL APIs and high-throughput, multi-tenant data services Familiarity with the analytics engineering workflow and the dbt ecosystem #LIHYBRID The compensation range displayed on this job posting reflects the minimum and maximum target for new hire compensation for the target position and level, and may include sales incentives or target bonuses depending on the role. Our compensation ranges are determined by role, level, and location. Our job titles may span more than one career level. Within the range, individual compensation is determined by additional factors, including job-related skills, experience, relevant education or training, business need, market demands. The compensation range is subject to change and may be modified in the future. Your recruiter can share more about the specific compensation range for your location during the hiring process. Ontario Pay Range $139,869 — $167,849.50 CAD Perks and Benefits 100% employer-paid medical insurance * Generous paid time away from work, including paid vacation or flexible/unlimited vacation depending on role and country, plus paid sick time, inclusive parental leave, paid holidays, including a year-end Global Week of Rest, and volunteer days off. RSU stock grants* Professional development and training opportunities Company virtual happy hours, free food, and fun team-building activities Monthly cell phone stipend Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents. * May vary by country and worker type - please reach out to your recruiter for more information Click here to learn more about Fivetran's Benefits by Region. We’re honored to be valued at over $5.6 billion , but more importantly, we’re proud of our core values of Get Stuck In, Do the Right Thing, and One Team, One Dream . Read about us in Forbes . Fivetran brings together high-quality talent across the globe to make data access as easy and reliable as electricity for our customers. We value and recognize that our customers benefit from having innovative teams made of people from many backgrounds, experiences, and identities. Fivetran promotes diversity, equity, inclusion & belonging through attracting, recruiting, developing, and retaining a diverse workforce, not only because it is the right thing to do, but because it helps us build a world-class company to better serve our customers, our people and our communities. To learn more about Fivetran’s culture and what it’s like to be part of the team, click here and enjoy our video. To learn more about our candidate privacy policy, you can read our statement here . We are committed to ensuring that all candidates have an equal opportunity to participate in our interview process. If you require accommodations at any stage of the process due to a disability, medical condition, or any other circumstance, please don't hesitate to submit your request by filling out this form . We will work with you to provide reasonable accommodations to facilitate your participation and ensure a fair and accessible interview experience. Your request and any information provided will be kept confidential and will not impact your candidacy. We look forward to hearing from you and accommodating your needs to the best of our ability.

Location: Remote Workplace: Remote About Prefect Prefect builds automation for an unpredictable world. The last decade of automation was about protecting workflows from unpredictability; in the agentic era, unpredictability is the point. Our mission is to give people confidence in automated work, whether that work is a mission-critical data pipeline or a fleet of AI agents. In August 2026, Prefect and Dagster, competitors for eight years, joined forces to build the next generation of automation infrastructure. Today, our ecosystem includes Dagster, the data platform; Prefect, the agent platform; and FastMCP, the leading open-source developer framework for the MCP ecosystem. Together, our open-source and commercial products are trusted by Fortune 500 companies, data innovators, and high-growth technology companies around the world. We think of our culture as the operating system of the company. We’ve carefully created a supportive, high-performance environment that empowers our team to do the best work of their careers, have meaningful impact, and continue growing personally and professionally. We’re a remote-first team that values high standards, ownership, and thoughtful collaboration. ROLE SUMMARY: Prefect acquired Dagster this summer. Our sales engineers now sell three things. Prefect Cloud. Dagster+. And the next generation of AI tooling we're building across both: governed access to tools and data for agents, and durable workflows where agents and humans do the work together. We're also selling something that isn't on a pricing page. FastMCP, our open-source MCP framework, sits inside a lot of production agent stacks, so teams come to us for how the whole thing should fit: the data layer, the orchestration layer, the context layer, and how agents and humans operate across all three. Much of what a sales engineer does here is demonstrate the art of the possible. You're a Senior Sales Engineer on the Prefect subject-matter-expert pod, reporting to Wayne Grigsby, Sales Engineering Lead. The pod sits alongside our Dagster pod, and both roll up to Director of Sales Engineering, who runs the function end to end, pre-sale and post-sale. This is a pre-sales seat. You pair with account executives on new business from the first technical call to signature: discovery, tailored demos, proofs of concepts, security and architecture reviews, and the slow procurement stretch at the end. You'll work across the whole platform. Your job is to figure out how the pieces fit for a given customer, then prove it. Location & Time Zone: This is a remote, U.S.-based role. We're prioritizing candidates in the Eastern and Central time zones to ensure strong coverage for customers across the U.S. East Coast and Europe. Candidates in other locations who can consistently support these working hours are also encouraged to apply. WHAT YOU'LL DO: - Own the technical side of enterprise deals. From discovery through close: advising prospects, presenting and demonstrating the value of our platforms from a technical perspective. - Distill the use case. Most prospects don't arrive with a clean requirement. They arrive with a data platform, a pile of tools, a team of engineers and users expecting answers, and a budget. You figure out how our products fit together to solve for their use case, then help them validate the approach. - Sell across the platform. A single conversation can span Prefect, Dagster, FastMCP, hybrid architecture, and AI governance, often with a team that knows where it wants to end up but not how to get there. - Turn field signal into product direction. Sales engineers are the closest thing to a market pulse this company has. You'll carry what you hear into our GTM-engineering partnership channels, with evidence, and push when it matters. - Build the things we sell with. Demo environments, architecture diagrams, competitive battlecards, contributions to our internal repos, personal projects, and the occasional blog post. - Contribute and advocate for your ideas. Champion the culture, and keep projects from quietly failing. When something is going sideways, you say so early and you help fix it. YOUR QUALIFICATIONS: Five things. If you have these, apply, even if the nice-to-haves are thin. 1. 3+ years of engineering experience, building real solutions. Data engineering, DevOps, software engineering, data science: the discipline matters less than the fact that you've built something programmatically and shipped it. Python is our house language. 2. 2+ years in a customer facing role. Deep discovery skills and the habit of uncovering the real problem before proposing anything is key. You ask the second and third question, and you notice what the customer isn't saying. 3. Curiosity first, then creativity. You take things apart to see how they work, and you don't stop at the docs. Then you put the pieces together in ways nobody handed you: a new use case, a demo that didn't exist yesterday, a workaround the customer didn't know was possible. 4. You explain hard things clearly to engineers. What's required is that a senior platform engineer finishes a call with you and trusts you. Nice to have: - 2+ years of prior sales engineering experience. - 2+ years of Enterprise infrastructure depth. In at least one major cloud (Azure, AWS, or GCP), and comfort with Kubernetes, networking, IAM, service mesh, and a production database like Postgres. - Orchestration tooling as a user, builder, or seller: Prefect, Dagster, Airflow, Temporal, Step Functions, etc. - Fascinated by AI and tinkering with MCP, agents, or LLM applications. WHAT YOU'LL GET IN RETURN: OTE Ranges : - San Francisco Bay Area & NYC Metro: $252,000–$301,000 (OTE) - Washington D.C., Boston, LA Metro, Seattle: $241,000–$280,000 (OTE) - Denver, Chicago, Atlanta, & all other U.S. metros: $233,000–$279,000 (OTE) Actual base salary within each range depends on the candidate's location, experience, and qualifications. Equity and benefits are not included in the range above. Your recruiter can share more about the salary range for your preferred location during the hiring process. Perks and Benefits: - Remote-first team with flexible-first culture - Equity Stock Options - 401(k) with 5% company match (vests immediately!) - Unlimited PTO - Medical, Dental and Vision insurance - Generous Parental Leave - Life Insurance and Disability benefits - $800/month remote work stipend And that's just the start — for more info check out our benefits and perks on our careers page. BELONGINGNESS AT PREFECT: Belongingness at Prefect is our commitment to ensuring mutual power, access, and opportunity among all groups and individuals who make up our community. We operationalize belongingness through actions large and small on a daily basis, but always with the goal that all groups and individuals can contribute as their most authentic self to the evolution of our product, our team, and our community. Belongingness is also our commitment to bridge with individuals or groups not yet established in our community, acknowledge differences in a way that affirms distinct identities, and allows for a new, more expansive group identity to form. EQUAL OPPORTUNITY AT PREFECT: Prefect is an equal opportunity employer and encourages applications from people of all backgrounds. All applicants will be considered for employment without attention to race, religion, color, sex (including pregnancy, sexual orientation and gender identity/expression), national origin, disability or any other status protected under applicable federal, state, or local laws. Delaney is a real live person (👋🏻) and is looking forward to learning more about you through your application.

Location: Los Angeles, USA As Technical Producers at Riot, we lead passionate technical teams to create products and experiences that deliver maximum developer and player value. We guide development, clear blockers, and push projects across the finish line while ensuring that our teams are sustainable and have a collaborative environment. As a Technical Producer III on the Core Tech team, you will lead a complex technical team and projects that deliver the tools and engine capabilities used to develop Teamfight Tactics. You will own strong delivery processes within the team and ensure that collaboration with external teams runs smoothly. You will oversee product roadmaps, delivery, work systems, and execution, while providing initiative leadership with visibility into complex deliverables, risks, and dependencies. You will also ensure that the team works at a sustainable pace and continuously improves. You will report to the Initiative Delivery Lead for the Core Tech initiative on TFT. Responsibilities: Run day-to-day production operations and development processes for complex technical teams Lead complex projects involving multiple disciplines, teams, and organizational partners Partner with Engineering and Product leads to develop the team’s technical product vision, strategy, and roadmap Manage delivery plans, risks, dependencies, tradeoffs, and stakeholder communication Improve work systems, team performance metrics, delivery predictability, and goal setting Assess team health, composition, and capacity to ensure the team is set up for success Increase development efficiency through simplification and standardization Mentor other producers and contribute ideas beyond your immediate ownership across teams and disciplines Required Qualifications: Minimum of 6 years of experience as a Producer, Product Manager, or Development Manager on medium-to-large technical teams Bachelor’s degree in Computer Science or a related field, or equivalent experience with strong technical knowledge and problem-solving skills Experience independently leading complex technical projects with multiple teams, stakeholders, or dependencies Experience applying Agile and Lean development processes Excellent team leadership and the ability to refine technical product vision Experience working with teams building engine capabilities, platform technology, or gameplay features Skilled at managing diverse stakeholders, building alignment across teams, and navigating complex organizational dynamics Strong understanding of product management and the ability to find balanced solutions across technical, developer, and delivery constraints Expert of Jira use, configuration, and limitations Desired Qualifications: Experience working with teams building software or tools for internal users Experience in game development or a strong understanding of how artists, engineers, and game designers build assets and features for a modern game For this role, you'll find success through craft expertise, a collaborative spirit, and decision-making that prioritizes the delight of players. We will be looking at your past studies, experience, and your personal relationship with games. If you embody player empathy and care about players' experiences, this could be your role! Our Perks: Riot focuses on work/life balance, shown by our open paid time off policy and other perks such as flexible work schedules. We offer medical, dental, and life insurance, parental leave for you, your spouse/domestic partner, and children, and a 401k with company match. Check out our benefits pages for more information. At Riot Games, we put players first . That mission drives every decision in our quest to create games and experiences that make it better to be a player. Whether you’re working directly on a new player-facing experience or you’re supporting the company as a whole, everyone at Riot is part of our mission. And just like in our games, we’re better when we work together. Our goal is to create collaborative teams where you are empowered to bring your unique perspective everyday. If that sounds like the kind of place you want to work, we’re looking forward to your application. It’s our policy to provide equal employment opportunity for all applicants and members of Riot Games, Inc. Riot Games makes reasonable accommodations for handicapped and disabled Rioters and does not unlawfully discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, handicap, veteran status, marital status, criminal history, or any other category protected by applicable federal and state law. We consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with applicable federal, state and local law, including the California Fair Chance Act, the City of Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, the San Francisco Fair Chance Ordinance, and the Washington Fair Chance Act. Per the Los Angeles County Fair Chance Ordinance, the following core duties may create a basis for disqualifying candidates with relevant criminal histories: Safeguarding confidential and sensitive Company data Communication with others, including Rioters and third parties such as vendors, and/or players, including minors Accessing Company assets, secure digital systems, and networks Ensuring a safe interactive environment for players and other Rioters These duties are directly related to essential operations, safety, trust, and compliance obligations within our organization. Please note that job duties may evolve based on business needs and additional responsibilities may be assigned as necessary to maintain operational efficiency and security.

Location: Remote - Global Anywhere Who We Are: Alpaca is a US-headquartered, global leader in agent-first brokerage infrastructure for stocks, ETFs, options, crypto, fixed income, 24/5 trading, and more. Amongst our subsidiaries, Alpaca is a licensed financial services company, serving hundreds of financial institutions across 40 countries with our institutional-grade APIs. This includes broker-dealers, investment advisors, wealth managers, hedge funds, and crypto exchanges, totalling over 10 million brokerage accounts. Our global team is a diverse group of experienced engineers, traders, and brokerage professionals who are working to achieve our mission of opening financial services to everyone on the planet. We're deeply committed to open-source contributions and fostering a vibrant community, continuously enhancing our award-winning, developer-friendly API and the robust infrastructure behind it. Alpaca is proudly backed by $400 million in funding from top-tier global investors including Portage Ventures, Spark Capital, Tribe Capital, Social Leverage, Horizons Ventures, Opera Tech Ventures, SBI Group, Derayah Financial, Unbound, Peak XV, Elefund, and Y Combinator. Our Team Members: We're a dynamic team of 400+ globally distributed members who thrive working from our favorite places around the world, with teammates spanning the USA, Canada, Japan, Hungary, Nigeria, Brazil, the UK, and beyond! We're searching for passionate individuals eager to contribute to Alpaca's rapid growth. If you align with our core values—Stay Curious, Have Empathy, and Be Accountable—and are ready to make a significant impact, we encourage you to apply. Your Role: Alpaca is building the infrastructure layer that partners across Europe use to launch and scale brokerage products. We're expanding our EU footprint - with growing market access, a regional roadmap, and ambitions across equities, ETFs, derivatives, direct connectivity, securities lending, tax reporting, and tax-wrapper products. We're hiring a Product Manager to own that expansion end-to-end: define the strategy, ship the products, and work with regulators, partners, and internal teams to make Alpaca the brokerage platform of choice across the EU. We're seeking a Product Manager to define and drive new product initiatives and manage a portfolio of existing products across EU markets. With a deep understanding of the regional regulatory landscape, including MiFID II / MiFIR, ESMA, CSDR, national competent-authority frameworks, and member-state tax and tax-wrapper regimes, you will shape the product strategy that enables Alpaca to scale its brokerage infrastructure across the EU. This role is equal parts strategy and delivery. You'll decide what we build versus buy, how we sequence the region’s roadmap, and which partnerships and connectivity paths get us there - and then ship the brokerage features, tax-wrapper functionality, integrations, and operational workflows that partners and institutional clients depend on every day. What You'll Walk Into You won't be starting from zero. You'll be owning live problems: EU market access: scaling from initial access to full product coverage while meeting MiFID II / MiFIR, ESMA, and local NCA requirements. The rest of the EU roadmap: prioritizing and delivering the next wave of brokerage capabilities across equities, ETFs, and regional market needs. EU direct connectivity: building and owning connectivity to EU venues and market infrastructure, reducing reliance on intermediary paths. EU broker partnerships: evaluating, onboarding, and integrating local brokers to expand coverage and resilience. Cross-border complexity: passporting, multi-jurisdiction onboarding, and coordinating between Alpaca's global platform and EU market infrastructure. Tax and tax wrappers: building tax-wrapper account functionality (e.g. PEA / PEA-PME, ISK, PIR) and the tax surface underneath it - tax lots / cost basis, dividend withholding, WHT reclaim, and country-specific tax reporting - so partners can offer jurisdiction-specific wrappers on Alpaca, not just a generic brokerage account. Things You Get To Do Own brokerage products tailored for EU markets, including equities, ETFs, tax-wrapper accounts, and related regional offerings. Own the EU tax and tax-wrapper product surface end-to-end: wrapper eligibility and contribution rules, tax-lot / cost-basis tracking, withholding and reclaim, and the local reporting files partners and end-users need to stay compliant. Drive brokerage product strategy by analyzing ROI, regional market competition, regulatory requirements, and build-vs-buy scenarios. Build and execute the product roadmap with a focus on MiFID II / MiFIR-compliant features and regional market needs. Write product requirements and work with engineers to execute programs that meet local regulatory and market standards. Improve brokerage operation efficiency by providing solutions and owning the metrics, with a focus on regional settlement, custody, and clearing workflows. Lead customer calls around brokerage process and product issues to gain insights and translate them into product improvements for EU clients. Report timely and accurately on product status and results to internal and external stakeholders, including regional partners and institutional clients. Collaborate with local operations teams to ensure seamless integration between Alpaca's global platform and EU market infrastructure. Who You Are (Must-Haves) Excited about what Alpaca is building and passionate about expanding financial infrastructure across the EU. Bachelor's degree in computer science, engineering, finance, or equivalent. 5+ years of experience in Product Management, Engineering, Consulting, and/or starting a startup, preferably within financial services or fintech. Demonstrated interest and experience in brokerage, capital markets, or fintech within the EU. Strong understanding of MiFID II / MiFIR, ESMA, the EU capital markets landscape, and how member-state tax and tax-wrapper rules shape product design. Strong communication skills in English, both written and verbal, with excellent collaboration abilities. Business acumen to understand tradeoffs between stakeholders and technology feasibility with time and budget constraints. Who You Might Be (Nice-to-Haves) Experience and background working on and developing brokerage products in EU markets. Technical background working with APIs, particularly in financial services or trading platforms. Familiarity with CSDR, EMIR, T2S, or CSD connectivity. Hands-on experience shipping tax-wrapper or tax-reporting products (e.g. PEA / PEA-PME, ISK, PIR), including tax lots, withholding, and local reporting files. Experience working with cross-border / passporting investment products. Additional EU language(s) beyond English. Experience working at a fintech, startup, or EU-authorized investment firm. How We Take Care of You: Competitive Salary & Stock Options Health Benefits New Hire Home-Office Setup: One-time USD $500 Monthly Stipend: USD $150 per month via a Brex Card Alpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce. Recruitment Privacy Policy

Location: New York; Stockholm; San Francisco Workplace: OnSite ABOUT US: AI NEEDS A NEW INFRASTRUCTURE LAYER. WE'RE BUILDING IT AT MODAL. Every era of computing brought new workloads that previous infrastructure couldn't support: mainframes, databases, and the cloud. Each time, the company that rebuilt the layer underneath defined the decade. AI is no different, except it touches everything instead of one slice, and the window to build the layer underneath it is open right now. Our customers include category-defining companies like Ramp https://modal.com/blog/how-ramp-built-a-full-context-background-coding-agent-on-modal, Cognition, DoorDash, and Suno. They rely on Modal for instant GPU access, sub-second container starts, and native storage, so it's simple to serve low-latency inference, fine-tune models, and access production-ready sandboxes at scale. We've passed $1B in annualized run rate, up 15x from a year ago. In October 2026 we raised a $750M Series D led by Accel at a $15.75B valuation. Our team includes creators of popular open-source projects (e.g.,Seaborn https://github.com/mwaskom/seaborn,Luigi https://github.com/spotify/luigi), academic researchers, international olympiad medalists, and experienced engineering and product leaders with decades of experience. THE ROLE: We’re growing our Data team and are looking for our first few key hires to build self-serve data tools and drive business strategy in the right direction. The mission of the Modal Data team is to make it easy to track company goals, make evidence-backed decisions, and prioritize the right work. We do this via: - Self-serve AI analytics tools (Hex, Snowflake) - Embedding with teams as a “data adviser,” providing strategic analysis and consulting WHAT YOU'LL WORK ON: - Contribute to building the most modern analytics stack https://modal.com/blog/analytics-stack in data today to support AI-driven self-serve analysis, key metrics tracking, and external customer reporting - Influence work on new products like LLM Inference Endpoints https://modal.com/blog/qwen3-8-2-4t-a95b-now-available-on-modal through product analytics tracking - Identify millions of dollars of cost savings and optimization across our tools and financial operations - Write data pipelines that power the operations of our business, such as our cloud compute economics or sales comp - Create foundational datasets that can be used by people and AI tools to answer questions around product use cases, financial reporting, and marketing campaigns YOU MAY BE A FIT IF: - You’re fluent in SQL and proficient in Python - You have professional experience with at least 2 of the following tools: Snowflake, dbt, dlt, Modal, Hex, PostHog - You extend your work beyond just data reporting and into action and impact - You have high attention to detail - You’re an excellent and precise communicator - You’re personable and great at building relationships NICE-TO-HAVE: - Experience with AI products, especially LLM inference and sandboxes - Experience in fin ops, fraud, sales ops, or risk, especially in the context of AI (e.g. token cost optimization) - Project management skills - Strong presence in the data community online and offline

Location: United States (Remote) Global Trade Compliance Manager Operations · Full-time · Remote (United States) · Hours 9am - 5pm EST About Nysonian: Nysonian is a consumer products company built around two brands: NOBL and Flo Pilates. We are building the next phase of the US-based business across physical products, software, and subscription experiences. NOBL is a functional travel brand built around a simple idea. Travel products should solve real problems, not just look better. Every feature is designed to eliminate friction from the travel experience, from seamless organization and easy access to tracking, connectivity, and protection. Flo Pilates brings studio-quality Pilates into the home through connected fitness hardware, content, and subscription experiences. Across both brands, we are building product ecosystems that deepen the customer relationship beyond the initial purchase and create recurring value over time. We are looking for builders who want ownership, speed, and the ability to shape products at scale. The Opportunity: Nysonian is hiring a Global Trade Compliance Manager to to own the company's end-to-end import/export compliance program across all origin and destination markets. This role is responsible for export documentation and compliance out of China, Vietnam, Thailand, and Cambodia, and for import/customs clearance compliance into the UAE, UK, EU, Australia, Canada, the USA, and Mexico — including HS/HTS classification, importer- of-record (or equivalent) obligations, and duty/tariff management in each jurisdiction, to a standard of 100% compliance. The role works closely with the China/Southeast Asia buying and sourcing teams, the Mexico manufacturing facility, customs brokers and freight forwarders in each market, and surety/bond providers, to keep shipments compliant and identify and resolve compliance risk before it becomes a liability. What You'll Own: Own end-to-end export documentation and compliance for shipments originating from China, Vietnam, Thailand, and Cambodia, including commercial invoices, packing lists, certificates of origin, and each origin country's export licensing/permit requirements. Own end-to-end import and customs clearance compliance for shipments into the UAE (Dubai Customs / GCC), UK (post-Brexit customs, EORI), EU (EU customs union, EORI), Australia (Australian Border Force), Canada (CBSA), the USA (CBP), and Mexico (SAT/Aduana). Manage and maintain HS/HTS code classifications across the full product catalog for NOBL Travel, Flo Pilates, and other Nysonian brands, mapping classifications correctly to each destination market's tariff schedule. Act as the primary point of contact for the customs clearance process in each market, coordinating directly with local customs brokers, freight forwarders, carriers, and customs authorities to resolve entry issues, holds, and requests for information. Manage Importer of Record (or equivalent, e.g., EORI holder) responsibilities and obligations in every import market, maintaining 100% compliance with each jurisdiction's customs regulations, bonded entry requirements, and recordkeeping standards. Monitor and manage customs surety bonds and guarantees where applicable (e.g., the U.S. bond program with Avalon Risk Management), including bond sufficiency, claims, and provider relationships, and lead resolution of any bond or liquidated damages matters. Lead the response to customs compliance actions and enforcement notices from any origin or destination authority (e.g., CBP liquidated damages notices, requests for information), coordinating internally and with outside counsel or brokers as needed. Identify and apply free trade agreement and preference programs to reduce duty exposure (e.g., USMCA, EU/UK- Vietnam FTA, ASEAN trade agreements, GCC arrangements, AANZFTA), and assess rules-of-origin risk — particularly for products manufactured in Mexico with components sourced from China, where dual-origin exposure exists. Monitor changes in tariff policy, trade agreements, and trade remedy actions (e.g., U.S. Section 301/232, EU CBAM, safeguard duties) across all markets, and translate them into landed-cost impact and mitigation recommendations for leadership. Partner with the China/Southeast Asia buying teams and the Mexico manufacturing facility to ensure sourcing, bill-of-materials, and country-of-origin documentation support accurate classification and compliant entries in every market. Build and maintain internal SOPs, recordkeeping systems, and training materials to standardize export and import compliance practices across all origin and destination countries. Prepare compliance reporting and risk summaries for leadership, flagging open exposures by country (e.g., open enforcement cases, bond claims) and recommended next steps. Skills & Qualifications: 5+ years of experience in international trade compliance spanning both export (Asia-origin) and import compliance across multiple destination markets, ideally supporting a consumer goods or e-commerce company. Hands-on experience with HS/HTS classification and customs entry processes across more than one jurisdiction (e.g., US, UK/EU, Canada, Australia, or GCC). Working knowledge of Importer of Record / EORI-equivalent obligations, customs bonds/guarantees, and customs enforcement actions (e.g., CBP liquidated damages, CF-28/CF-29 notices). Familiarity with rules of origin under USMCA and other applicable free trade agreements, including multi-country manufacturing scenarios (e.g., China-origin components assembled in Mexico). Experience working with customs brokers and freight forwarders across multiple countries, and coordinating export procedures with factories/sourcing offices in China, Vietnam, Thailand, or Cambodia. Strong attention to detail and comfort owning compliance outcomes independently across jurisdictions, with a track record of driving issues to resolution. Excellent written and verbal English communication skills, with the ability to coordinate across teams and time zones in Asia, the Middle East, Europe, and North America. Licensed Customs Broker (LCB), CCS/CBIP, or an equivalent international trade compliance certification is a plus but not required. Compensation We use a market-based approach to compensation. This role also offers performance-based rewards tied to business impact. Your starting compensation will be based on your location, experience, and qualifications, with increases over time tied to performance, role growth, and company impact. Why You Will Love Working At Nysonian: Our Culture We are founder-led and operate with speed, direct communication, and clear accountability We believe in exceptional management and invest in tools and opportunities to connect with colleagues We build products that positively impact millions of people's lives AI is intentionally embedded in how we work, create, and scale, supporting innovation and impact Senior leaders are expected to create structure, make decisions, and stay close to execution Growth & Development Competitive pay and meaningful opportunities for performance-based advancement Direct ownership of strategy, systems, execution, and team buildout within your function Opportunity to build and scale a meaningful part of the business across two hardware-backed consumer brands Scope and compensation growth tied to performance, role expansion, and measurable business impact Benefits Health, Dental and Vision Insurance Life and Disability Insurance Paid Time Off Nine (9) paid holidays per year Complimentary Nobl & Flo products Nysonian is an equal opportunity employer.

Location: San Francisco, CA, USA About the Role Chime has centralized MarTech as the shared technology foundation for all of Growth and Marketing. Web, communications and lifecycle platforms, ad tech, content and asset systems, experimentation, and AI marketing tooling now sit under one team — with a mandate to turn a stack of point solutions into a single growth engine. Chime is hiring a Senior MarTech Manager, Communications to evolve the technology that powers member communications across email, push, in-app, SMS and emerging channels. Reporting to the Director of Marketing Technology, you’ll serve as the MarTech lead for communications. You will bring deep expertise in Braze and the broader communications technology ecosystem, while also helping shape the broader cross-channel MarTech platform strategy. You’ll partner with Marketing, Product, Engineering, and Data teams to translate marketing and business needs into scalable solutions, optimize our technology stack, and unlock new capabilities. This is a senior individual contributor role combining technical depth, systems thinking, and cross-functional influence. You’ll work across platforms, integrations, data, vendors, and teams to solve complex problems and shape our comms tech evolves. In this role, you can expect to Serve as MarTech lead for Braze and the broader communications vendor ecosystem, managing integrations, audience syncing, and data flows and troubleshooting issues to ensure our messaging tech operates reliability and at scale. Partner closely with Marketing, Product, Engineering, and Data teams to translate business needs into technical requirements, identify capability gaps, and deliver scalable technology and automation solutions. Manage vendor relationships, performance, and roadmap alignment. Lead vendor evaluations and RFPs, pilot new capabilities, identify consolidation opportunities, and drive build-vs-buy recommendations. Identify and advance opportunities to apply AI across the communications operational workflow and marketing technology stack, from evaluating third-party capabilities to building and automating workflows. Drive greater value from our communications technology across orchestration, personalization, experimentation, audience activation, and content. Establish MarTech governance and best practices, including measures of platform health, integration reliability, data quality, adoption, and vendor performance. To thrive in this role, you have 8+ years of experience in marketing technology, CRM/lifecycle technology, product management, marketing automation or engineering, or a related technical field Deep hands-on expertise with Braze, including integrations, orchestration, personalization, data structures, and platform configuration. Strong understanding of communications technology architecture and technical fluency with APIs, schemas, events and triggers, integrations, identity and audience syncing, and data flows. Experience translating marketing needs into technical requirements, and partnering with and influencing Product, Engineering, Data, and/or vendors to deliver scalable capabilities. Experience managing strategic technology vendors and leading RFPs, pilots, and build-vs-buy assessments. Strong systems thinking and troubleshooting skills, with experience diagnosing communication failures across events, data, integrations, and platforms and driving issues to resolution. Strong cross-functional communication and influence, with the ability to bridge marketing and technical audiences. Experience evaluating AI-enabled capabilities and turning promising use cases into measurable pilots, workflows, or automations. #LI-Onsite #LI-AM1 Below is the base salary offered for this role and level of experience. Full-time employees may also be eligible for bonus(es), competitive equity, and benefits. For commissioned roles, the base salary listed in this job description does not include incentive/variable pay. The actual base salary offered may be higher, depending on your location, skills, qualifications, and experience. Wage Notice $145,000 — $200,000 USD A little about us At Chime, we believe that everyone can achieve financial progress. We created Chime—a financial technology company, not a bank*—on the premise that core banking services should be helpful, easy, and free. Through our user-friendly tools and intuitive platforms, we empower our members to take control of their finances and work towards their goals. Whether it's starting a savings account, purchasing a first car or home, launching a business, or pursuing higher education, we're proud to have helped millions unlock their financial potential. We're a team of problem solvers, dreamers, and builders with one shared obsession: our members. From day one, Chimers have worked tirelessly to out-hustle and out-execute competitors to bring our mission to life. Their grit and determination inspire us to work harder every day to deliver the very best experience possible. We each bring an owner's mindset to our work, refusing to be outdone and holding ourselves accountable to meet and exceed the highest bars for our teams, our company, and our members. We believe in being bold, dreaming big, and taking risks, while also working together, embracing our diverse perspectives, and giving each other honest feedback. Our culture remains deeply entrepreneurial, encouraging every Chimer to see themselves as stewards of our mission to help everyday Americans unlock their financial progress. We know that to achieve our mission, we must earn and keep people's trust—so we hold ourselves to the highest standards of integrity in everything we do. These aren't just words on a wall—our values are embedded in every aspect of our business, serving as a north star that guides us as we work to help millions achieve their financial potential. Because if we don't—who will? *Chime is a financial technology company, not a bank. Banking services provided by The Bancorp Bank, N.A. or Stride Bank, N.A., Members FDIC. What we offer for our full-time, regular employees 🏢 Our in-office work policy is designed to keep you connected - with four days a week in the office and Fridays from home for those near one of our offices, plus team and company-wide events depending on location. Whether you’re coming in regularly or are part of our fully remote program, you’ll stay engaged with your work and teammates. 💻 Benefits that support your work and life, including backup child, elder, and pet care and subsidized commuter benefits for eligible employees. ✨ Comprehensive health, financial, and wellbeing benefits designed to support you at every stage of life. 🏝 Generous vacation policy and company-wide paid days off 🫂 1% of your time off to support local community organizations of your choice 👟 Annual wellness stipend to use towards eligible wellness related expenses 👶 Up to 22 weeks of paid parental leave for birthing parents and 12 weeks of paid parental leave for non-birthing parents 👪 Access to family planning reimbursement 💚 A challenging and fulfilling opportunity to join one of the most experienced teams in FinTech and help millions unlock financial progress We know that great work can’t be done without a diverse team and inclusive environment. That’s why we specifically look for individuals of varying strengths, skills, backgrounds, and ideas to join our team. We believe this gives us a competitive advantage to better serve our members and helps us all grow as Chimers and individuals. Chime is proud to be an Equal Opportunity Employer. We consider qualified applicants without regard to race, color, ancestry, religion, sex, national origin, sexual orientation, gender identity, age, marital or family status, disability, genetic information, veteran status, or any other legally protected basis under provincial, federal, state, and local laws, regulations, or ordinances. We will also consider qualified applicants with criminal histories in a manner consistent with the requirements of state and local laws, including the San Francisco Fair Chance Ordinance, Cook County Ordinance, NYC Fair Chance Act, and the LA City Fair Chance Ordinance, and consistent with Canadian provincial and federal laws. If you have a disability or special need that requires accommodation during any stage of the application process, please contact: accommodations@chime.com . To learn more about how Chime collects and uses your personal information during the application process, please see the Chime Applicant Privacy Notice .

Location: United States & Canada Workplace: Remote About WorkOS 🚀 WorkOS builds modern developer tools and APIs that make it easy for companies to become Enterprise Ready. Our platform powers authentication, identity, authorization, and other critical infrastructure that developers need to securely scale their products to large organizations. We recently raised a $100M Series C, valuing the company at $2B, led by Meritech and Sapphire with participation from Greenoaks, Craft, Abstract, and Audacious. WorkOS powers enterprise features for many of the fastest-growing AI companies, including OpenAI, Cursor, and Perplexity, Sierra, and Plaid. As AI reshapes software, WorkOS is at the frontier of Human and Agent Authentication, Identity, and Access Control helping companies answer a new critical question: who are your agents, and what are they allowed to do? Our fast-growing customer base includes hundreds of modern software companies building the next generation of enterprise-ready products. ABOUT THE SECURITY PLATFORM TEAM The Infrastructure Security team provides and supports the primitives that enable engineering to securely build applications and meet compliance obligations, while abstracting away the underlying complexity for the best possible developer experience. Our work centers on workload identity and authorization: how internal applications authenticate to each other and to the services they depend on, and how that access is granted and enforced. We're replacing static secrets with short-lived identity credentials, bringing identity-based authentication to the services engineers use every day, and unifying how authorization is managed across the company. We're a platform engineering team with a security mission. We measure success by the security outcomes we enable and by how much engineers enjoy building on what we ship — the secure path should be the easiest path. WHO WE'RE LOOKING FOR - A platform builder. You love building infrastructure that other engineers rely on every day, and you sweat the developer experience details that make adoption effortless. - Fluent in service-to-service auth. You know authentication and authorization deeply: JWTs, X.509 certificates, and when to reach for each. - A systems thinker. You reason carefully about bootstrapping, circular dependencies, availability, and failure modes, especially for infrastructure that everything else depends on. - A pragmatic migrator. You know that shipping the primitive is half the job. You can drive adoption across many teams, meet them where they are, and retire the legacy path. - A strong partner to engineering. You build trust with engineers by understanding their priorities and making security frictionless. - Excited about AI. You're embracing AI and automation to scale platform work and reduce toil. - Curious and humble. You ask the basic questions, enjoy untangling complex systems, and bring others along with you. RESPONSIBILITIES - Build workload identity infrastructure. Make short-lived identity credentials a default part of every application's runtime environment, in partnership with application platform owners. - Bring identity-based authentication to internal services. Work with the owners of major internal dependencies to support identity certificates, make them the golden path for newly onboarding applications, and drive migration of existing ones. - Eliminate static secrets. Replace all static passwords and service tokens with short-lived identity credentials, and build identity-authenticated egress proxies and API abstractions that inject and automatically rotate managed secrets for the external dependencies that still require them. - Unify authorization. Build a single interface and framework through which authorization policies are centrally managed and enforced. QUALIFICATIONS - 5+ years of experience in software engineering, with a focus on security-related platform, infrastructure, or distributed systems. - Strong working knowledge of secrets management, fine-grained authorization, and workload identity systems. - Familiarity with the Kubernetes ecosystem and authentication/authorization technologies such as JWTs, X.509 certificates, PKI, cert-manager, SPIFFE/SPIRE, and OPA. - Experience building and operating production infrastructure that other teams depend on, with attention to availability and failure modes. - Proven ability to drive cross-team adoption of platform capabilities or lead large-scale migrations. Benefits and Perks (US Only) 💖 At WorkOS, we offer resources that emphasize personal and familial well-being. We offer healthcare coverage for you and your family, including medical, dental, and vision. We offer parental leave, paid-time off and fully remote working arrangements.   - 401k matching - Competitive Equity - Healthcare, dental and vision coverage - FSA, ST/LT Disability, Voluntary Life - Carrot fertility benefits - 20 days paid vacation + 10 holidays + unlimited sick leave - 12 weeks fully paid parental leave - Fitness: Monthly stipend for gyms, yoga classes, race registrations or whatever keeps you active - Wellness: Monthly stipend for a massage, meditations class, therapy, or activities that enhance your well-being - Commuter benefits for hybrid employees in SF/NYC - Unlimited token usage! Please inquire directly with our recruiting team for benefits available to those working outside the US.   Equal Opportunity Employer WorkOS is an equal opportunity employer, committed to diversity and inclusiveness. We will consider all qualified applicants without regard to race, color, nationality, gender, gender identity or expression, sexual orientation, religion, disability or age. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Location: United States & Canada Workplace: Remote About WorkOS 🚀 WorkOS builds modern developer tools and APIs that make it easy for companies to become Enterprise Ready. Our platform powers authentication, identity, authorization, and other critical infrastructure that developers need to securely scale their products to large organizations. We recently raised a $100M Series C, valuing the company at $2B, led by Meritech and Sapphire with participation from Greenoaks, Craft, Abstract, and Audacious. WorkOS powers enterprise features for many of the fastest-growing AI companies, including OpenAI, Cursor, and Perplexity, Sierra, and Plaid. As AI reshapes software, WorkOS is at the frontier of Human and Agent Authentication, Identity, and Access Control helping companies answer a new critical question: who are your agents, and what are they allowed to do? Our fast-growing customer base includes hundreds of modern software companies building the next generation of enterprise-ready products. About the Security team The Security team at WorkOS is responsible for keeping the data and identities of hundreds of millions of users secure. Security is fundamental to our products, and customer trust is the foundation of our success. We are a highly collaborative group with a strong engineering mindset. Our security program is shaped by hands-on experience attacking and defending systems, and applying lessons from across the industry. We embrace the latest advancements in practices and tooling that make modern security teams effective. We are comfortable in code and collaborate often with engineering to create products that are secure by default. Who we’re looking for - Risk-focused and pragmatic. You excel at identifying and reasoning about security risk in real-world contexts. You prioritize ruthlessly, always asking: what's the most effective way to reduce risk right now and in the long term? - A builder who can break things. You're comfortable reading and writing code, and you have a passion for deeply understanding the products you secure. You think like an attacker to find subtle, high impact vulnerabilities and like a defender to design pragmatic, effective mitigations. - A strong partner to engineering. You build trust with engineers by understanding their priorities, making security frictionless, and finding ways to make the secure path, the easiest path. - Excited about AI. You're embracing AI and automation to scale security and reduce toil. - Curious and humble. You ask the basic questions, enjoy untangling complex systems, and bring others along with you. Responsibilities - Lead secure design efforts. Partner with engineering teams on secure design and code reviews. Identify and prioritize risks early in the product lifecycle. - Build secure by default systems. Develop paved paths that systemically reduce risk and make secure development the easiest path for engineers. - Perform offensive security testing. Conduct penetration tests and code audits on new and existing products from an adversarial lens. - Improve our security tooling. Integrate and improve our static analysis, supply chain security, and vulnerability management capabilities across engineering pipelines. - Operate our responsible disclosure program. Run and improve our program by furthering automation, validating submissions, and coordinating remediation. - Improve our products. Write and ship code to remediate vulnerabilities in production systems and improve the security posture of WorkOS products. - Work directly with customers. Help build our customers' trust by directly engaging with their security-related questions and concerns. Qualifications - 5+ years of experience in a security engineering or security-focused software engineering role. - Ability to execute across a wide range of security functions such as security assessments, penetration testing, responsible disclosure, security tooling integration, etc. - Familiarity with and experience using common industry tooling. - Proven ability to identify vulnerabilities in software, demonstrated through CVEs, bug bounty, blog posts, or prior work experience. - Strong written and verbal communication skills, particularly in partnering with engineering teams. - Comfortable reading and writing code, and able to effectively leverage AI during the process. - Bonus: Experience in the authentication and identity domain. - Bonus: Experience writing production level code, especially developing security features. Benefits and Perks (US Only) 💖 At WorkOS, we offer resources that emphasize personal and familial well-being. We offer healthcare coverage for you and your family, including medical, dental, and vision. We offer parental leave, paid-time off and fully remote working arrangements.   - 401k matching - Competitive Equity - Healthcare, dental and vision coverage - FSA, ST/LT Disability, Voluntary Life - Carrot fertility benefits - 20 days paid vacation + 10 holidays + unlimited sick leave - 12 weeks fully paid parental leave - Fitness: Monthly stipend for gyms, yoga classes, race registrations or whatever keeps you active - Wellness: Monthly stipend for a massage, meditations class, therapy, or activities that enhance your well-being - Commuter benefits for hybrid employees in SF/NYC - Unlimited token usage! Please inquire directly with our recruiting team for benefits available to those working outside the US.   Equal Opportunity Employer WorkOS is an equal opportunity employer, committed to diversity and inclusiveness. We will consider all qualified applicants without regard to race, color, nationality, gender, gender identity or expression, sexual orientation, religion, disability or age. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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 Gap, Wayfair, Sonos, and ADT. 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.