Вакансии

Location: Remote - USA Own the white space. Operate with autonomy. Drive the programs that move the company. We’re hiring a high-agency operator into the Office of the Chairman to drive Clover’s most important cross-functional initiatives from ambiguity to execution and results. This is a rare role designed for someone who thrives at the intersection of strategy, systems design, and executional rigor. You’ll operate as a force-multiplier to the Chairman and executive team: orchestrating execution across organizational boundaries, defining innovative pilots, testing hypotheses, structuring problems that don’t yet have owners, and driving initiatives that directly shape Clover’s growth and operational leverage. As a Chairman Programs Lead, you will: Architect Strategic Programs: Translate high-level goals into MECE workstreams with clear interfaces, owners, and timelines. Drive Execution with Chairman-Standard Rigor: Own initiatives from kickoff through outcomes. Set the pace. Maintain altitude and detail without losing either. Align Stakeholders Across Levels and Functions: Influence without authority. Drive accountability through clarity, not escalation. Translate Ambiguity Into Action: When no playbook exists, build one. When priorities are unclear, force rank them. When coordination breaks down, rebuild the system. Collaborate Across Boundaries: Manage projects that touch internal teams and external partners — vendors, regulators, and strategic collaborators. Align internal readiness to external dependencies. Success in this role looks like: First 90 days: Quickly grasp Clover's business model, establish key relationships, identify 2-3 high-priority initiatives, and implement a structured framework for tracking strategic projects. First 6 months: Successfully drive multiple cross-functional initiatives to completion, develop systems improving operational efficiency, and establish yourself as a trusted Chairman advisor on strategic priorities. First year: Create scalable coordination mechanisms that improve execution across teams, resolve strategic misalignments, and deliver measurable business impact on growth and operational leverage. You should get in touch if: You’ve had 3–10 years of experience at a top-tier consulting firm (e.g., McKinsey, Bain, BCG), in BizOps at a tech company, or in a high-trust internal strategy/Chief of Staff-type role. You think in structured logic, write with precision, and speak in synthesized insights. You’re not a deck-maker. You’re a system builder who wants to see the impact of your thinking play out in operations. You’ve driven complex, multi-org initiatives to the finish line — not just advised on them. You’re energized by ambiguity, allergic to bureaucracy, and motivated by direct proximity to decision-making and value creation. You don’t need positional authority to lead. You earn trust and create alignment through clarity, quality, and velocity. Benefits Overview : Financial Well-Being: Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we offer a performance-based bonus program, 401k matching, and regular compensation reviews to recognize and reward exceptional contributions. Physical Well-Being: We prioritize the health and well-being of our employees and their families by providing comprehensive medical, dental, and vision coverage. Your health matters to us, and we invest in ensuring you have access to quality healthcare. Mental Well-Being: We understand the importance of mental health in fostering productivity and maintaining work-life balance. To support this, we offer initiatives such as No-Meeting Fridays, monthly company holidays, access to mental health resources, and a generous flexible time-off policy. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location. Professional Development: Developing internal talent is a priority for Clover. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews. Additional Perks : Employee Stock Purchase Plan (ESPP) offering discounted equity opportunities Reimbursement for office setup expenses Monthly cell phone & internet stipend Remote-first culture, enabling collaboration with global teams Paid parental leave for all new parents And much more! About Clover : We are reinventing health insurance by combining the power of data with human empathy to keep our members healthier. We believe the healthcare system is broken, so we've created custom software and analytics to empower our clinical staff to intervene and provide personalized care to the people who need it most. We always put our members first, and our success as a team is measured by the quality of life of the people we serve. Those who work at Clover are passionate and mission-driven individuals with diverse areas of expertise, working together to solve the most complicated problem in the world: healthcare. From Clover’s inception, Diversity & Inclusion have always been key to our success. We are an Equal Opportunity Employer and our employees are people with different strengths, experiences, perspectives, opinions, and backgrounds, who share a passion for improving people's lives. Diversity not only includes race and gender identity, but also age, disability status, veteran status, sexual orientation, religion and many other parts of one’s identity. All of our employee’s points of view are key to our success, and inclusion is everyone's responsibility. #LI-REMOTE Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. We are an E-Verify company. Final pay is based on several factors including but not limited to internal equity, market data, and the applicant’s education, work experience, certifications, etc. A reasonable estimate of the base salary range for this role is: $160,000 — $190,000 USD

Location: Stockholm 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. WHAT YOU'LL DO - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations. - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders. - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations. - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product. WHAT YOU'LL BRING - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts. - Strong communication skills: Exceptional verbal and written communication abilities in English, with fluency in Swedish, Norwegian, or Danish. - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals. - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions. - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling. EVEN BETTER... - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends. - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth. 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: Stockholm 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. WHAT YOU'LL DO - Lead & develop a high-performing sales team - Hire, onboard, and develop Enterprise/Strategic AEs. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team - Own regional performance - Own your regional number and forecast accuracy. Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights - Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy WHAT YOU'LL BRING - 10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts. - People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team. - Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals. - Strong Communication Skills: Exceptional verbal and written communication abilities. - Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions. EVEN BETTER... - Industry Knowledge: Familiarity with the AI landscape, key players, and emerging trends. - Experience Building GTM Strategies: Building sales teams and sales motions from scratch, or from early stage growth. 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: Singapore 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. WHAT YOU’LL DO: - Set the standard for great marketing and PR in a hyper growth, founder-led company. - Work cross functionally to raise awareness of Sierra. - Maintain overall responsibility for local marketing as well as press, public speaking and social media. - Be a key part of Sierra’s global Marcomms team — pitching in as needed. What You’ll Bring: - Deep knowledge of Singapore and the ASEAN/APAC tech/business environment. - Entrepreneurial and scrappy — you like to try new things, and you lean into risk. - A problem solver — you roll up your sleeves and solve what’s thrown at you. - Fast and calm — you move quickly and are poised under pressure. - Strong execution — you deliver what you promise, to a high standard. - Creative — you can set the standard for what drives conversation in enterprise PR. - Excellent communicator — you have strong written and verbal communications. - A true generalist — you've worked across marketing, communications, events or strategy, and you can switch between them in the same day. - Great team player — you’re low ego and enjoy working with people at every level. You are good at building and maintaining relationships, internally and externally. - Understanding of marketing, the press and social media — either from working at a company, in government or as a journalist. - Good judgement and professionalism — you can navigate ambiguity and can be trusted with sensitive or confidential initiatives. Even Better: - Proven track record working in a fast paced company. - Experience in executive marketing, abm or PR - Strong written and spoken English. OUR VALUES - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work. - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it. - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve. - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time. - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements. WHAT WE OFFER We want our benefits to reflect our values and offer the following to full-time employees: - Flexible (unlimited) paid time off - Medical, dental, and vision benefits for you and your family - Life insurance and disability benefits - Retirement plan dependent on country of employment - Parental leave - Fertility and family building benefits - Lunch, as well as delicious snacks and coffee to keep you energized when working onsite - Discretionary benefit stipend giving people the ability to spend where it matters most - Free alphorn lessons These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies. BE YOU, WITH US We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description. Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy. We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.

Location: San Francisco, CA; New York, NY Workplace: OnSite ABOUT US Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs. What you'll do - Build and optimize scalable interviewing processes and AI-native workflows that drive efficiency, consistency, and a world-class candidate and hiring manager experience. - Analyze data and develop dashboards to give real-time visibility into interviewer training, capacity, and calibration—enabling data-driven decisions across hiring teams. - Partner closely with recruiters and hiring teams to identify operational bottlenecks, implement process improvements, and champion best practices across the full recruiting lifecycle. - Own the configuration, management, and ongoing optimization of recruiting tools, including our ATS (Ashby) and other automation or AI-based solutions used for sourcing, scheduling, and candidate engagement. - Lead enablement efforts for interviewers by building documentation, training materials, and resources that promote adoption of tools, process changes, and reporting standards. What you'll bring - 5+ years of experience in recruiting operations, program management, or related roles, ideally within high-growth tech environments. - Deep expertise in building and scaling recruiting processes, reporting frameworks, and tooling infrastructure. - Hands-on experience managing and customizing an ATS (experience with Ashby is a plus). - A passion for process improvement and operational excellence—you thrive on turning complexity into clarity. - Excellent collaboration and communication skills, with a track record of partnering closely with recruiting teams, hiring managers, and cross-functional stakeholders. - Comfort working in a fast-paced, ambiguous environment and adapting quickly to changing priorities. Even better... - Familiarity with tools that leverage AI to support sourcing, scheduling, and recruiting workflows. - Background in enablement or instructional design to support training and documentation efforts for recruiting teams. 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.

Ищут сильного и амбициозного руководителя проектного офиса — лидера, способного самостоятельно определять приоритеты, продвигать инициативы и добиваться измеримых результатов.

Location: Tokyo 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. WHAT YOU'LL DO - Own full-cycle recruiting for technical roles (engineering, product, data, and infrastructure) or go-to-market roles (Account Executives, Sales leaders, Sales Engineer etc) and Corporate roles, creating a positive experience for candidates, interviewers, and Hiring Managers - Partner closely with hiring managers as a trusted advisor to build role profiles, set hiring priorities, and understand the talent market for each function - Create and run sourcing strategies across multiple channels for active and passive candidates, including competitive Technical, Sales and Corporate talent from SaaS and enterprise tech companies - Assess candidates for function-specific skills, such as technical skill for Engineering roles or quota attainment, deal size, and sales motion for Sales roles - Track and analyze recruiting metrics, and report to Hiring Managers and Sierra leadership on a regular cadence WHAT YOU'LL BRING - 5-8+ years of full-cycle recruiting experience at a high-growth tech company. Early-stage startup experience preferred - Proven success hiring for Technical or Sales/GTM and Corporate roles, including outbound sourcing and closing senior candidates - A strong network and good market knowledge of Technical talent, Corporate talent or Sales talent in Japan (enterprise SaaS, AEs, sales leadership) - Ability to build strong relationships with hiring managers and interview teams across functions - Strong written and spoken English and Japanese EVEN BETTER... - Experience with Ashby ATS - Experience hiring a global or US-headquartered tech company 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: Amsterdam Workplace: Remote 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. WHAT YOU'LL DO - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations. - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders. - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations. - Help define our sales motion: You'll be the first Sales person in region, and your work will directly impact how our GTM function operates and succeeds in the Benelux. - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product. WHAT YOU'LL BRING - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts. - Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in Dutch and English. - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals. - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions. - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling. EVEN BETTER... - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends. - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth. 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: European Union At Toloka AI we create data that powers leading GenAI models and innovations. We work with frontier labs, big tech, renowned AI startups, enterprises and non-profit research organizations worldwide. We use a combination of Experts + Crowd + Tech Platform to teach AI models to reason and evaluate their efficacy and safety. We have experts in more than 50 different domains - from doctors and lawyers to physicists and engineers - and boast one of the most diverse global crowds, representing over 100 countries and speaking 40+ languages . We are a well-funded startup with an enviable portfolio of clients including Anthropic , Amazon , Microsoft , Poolside , Recraft , and Shopify . Recently, we secured strategic investment led by Bezos Expeditions and Nebius Group with participation from Mikhail Parakhin , CTO of Shopify and board advisor to leading GenAI companies, who now serves as our Chairman of the Board. Our remote-first team is globally distributed around the world: USA , UK , the Netherlands , Serbia , and more. What this role is about (& Project details) Our team builds the systems that detect and stop fraud on the Toloka platform. Fraud here is a moving target: bad actors adapt quickly, test our defenses, and increasingly use automation and LLMs to get around them. The same technologies give us a lot of room for new ideas, and we’re looking for someone to help us stay ahead. You’ll sit at the intersection of analytics and applied ML. You’ll dig into data, find patterns nobody has noticed yet, turn them into hypotheses, and then into working defenses: models and automated pipelines running in production. What you'll actually do Explore data to find new fraud patterns, anomalies, and insights, and to understand how fraudsters operate. Design metrics that show how our protection works, and build dashboards and charts that make them visible. Generate hypotheses from data and test them rigorously. Turn validated hypotheses into production solutions: rules and heuristics, ML models, and LLM-based approaches. Build and maintain data pipelines (SQL, Python, Airflow) that keep our defenses running and up to date. Think like an attacker. Anticipate how a new defense could be bypassed, and design it to hold up from day one. Own your area end to end: from the first insight to a deployed solution and its ongoing monitoring. Help shape anti-fraud rules and policies, including how we define and classify fraud. What we evaluate Analytical thinking. You can frame a vague problem, choose the right metrics, and draw sound conclusions from messy data. Hypothesis-driven approach. You generate ideas from data and know how to test them properly. SQL. You write confident, efficient queries on large datasets (ClickHouse experience is a plus). Python & ML. You can build features, train and evaluate models, and ship them to production. Practical experience with LLMs is a plus. Data pipelines. You have working experience with Airflow or similar orchestration tools. Product sense. You understand the trade-offs of protection: false positives, impact on honest users, and cost. Nice to have, none required Hands-on experience in anti-fraud, trust & safety, risk, or abuse prevention (a big plus). Experience with anomaly detection, graph analysis, or behavioral modeling. Experience applying LLMs to analytical or classification tasks. Experience with Databricks. Experience with crowdsourcing or data annotation platforms. What we can offer You will be part of an international, dynamic environment that drives innovation and sets new standards in the AI and technology sector. Competitive compensation package including base salary , bonus , and ESOP . Flexibility: we offer remote or hybrid employment. You will also design with your manager a workday that works best for you; Paid PTO and benefits will vary depending on location. IT setup and home office allowances. Personal and career development: we support employee’s ambition for professional development and encourage them to implement their ideas in their projects; [Important Notice] Scam Alert Regarding Fake Job Postings It has come to our attention that an individual or group is fraudulently impersonating Toloka to post fake jobs and solicit personal information from applicants.Please be aware: Official Communication: Our recruiting team will only contact you from an official " toloka.ai " email address. We will NEVER use Gmail, Yahoo, Tolokainc, toloka.inc,  or other personal or seemingly business email accounts. Our Process: We will never ask for your bank account details, credit card number, or any fees as part of the application or interview process. Official Listings: All legitimate job openings are posted on our official careers page: https://toloka.ai/careers#job-list What to do: If you see a suspicious job posting or have been contacted by someone you suspect is a scammer, please do not provide any personal information. Instead, report the incident to us directly at security@toloka.ai and report the profile/post to LinkedIn.We are taking this matter very seriously and are working with the appropriate parties to resolve it. Thank you for your vigilance!

Location: 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. WHAT YOU’LL DO - Own all compensation communications to the field: plan launches, plan documents, policy updates, and payout notices. Every message should be clear, accurate, and on time. - Respond to rep questions quickly and within a defined SLA, and track each request through to resolution so nothing falls through the cracks. - Keep the internal sales compensation team aligned on every plan and policy change, and confirm each change is put into practice in calculations, systems, and processes. - Make sure every rep understands how they are paid through plan training, new-hire onboarding, office hours, and enablement tools (earnings calculators, plan summaries, FAQs, and training decks). - Model the cost, payout, and behavior impact of proposed plan designs and changes, and present tradeoffs that help leaders make decisions. - Support the team on the monthly payroll process, including validating payouts, reconciling against plan terms, and preparing the payroll handoff. WHAT YOU’LL BRING - 5+ years in sales compensation, commissions operations or a closely related finance/RevOps role, with hands-on involvement in at least one full annual plan design cycle. - Experience with plan architecture and pay mix, including target incentives, measures and weightings, accelerators, and how plan design drives seller behavior. - Strong modeling skills: building plan cost models, payout curves, and scenario analyses that leaders can act on. - A track record of rolling out comp plans and changes to sales teams, including writing plan documents, running trainings, and building self-service enablement tools. - Experience supporting a monthly commission payroll cycle, including payout validation, reconciliation, and payroll handoff. - Experience using Salesforce and sales compensation tools to report on attainment and payouts. EVEN BETTER… - Experience designing compensation for new roles or go-to-market motions at a high-growth company. 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 Company Intro At Toloka AI we create data that powers leading GenAI models and innovations. We work with frontier labs, big tech, renowned AI startups, enterprises and non-profit research organizations worldwide. We use a combination of Experts + Crowd + Tech Platform to teach AI models to reason and evaluate their efficacy and safety. We have experts in more than 50 different domains—from doctors and lawyers to physicists and engineers—and boast one of the most diverse global crowds, representing over 100 countries and speaking 40+ languages . We are a well-funded startup with an enviable portfolio of clients including Anthropic , Amazon , Microsoft , poolside , Recraft , and Shopify . Recently, we secured strategic investment led by Bezos Expeditions with participation from Mikhail Parakhin , CTO of Shopify and board advisor to leading GenAI companies, who now serves as our Chairman of the Board. Our remote-first team is globally distributed around the world: USA , UK , the Netherlands , Serbia , and more. We are headquartered in Amsterdam. About position We're seeking a Freelance AI Data Project Manager who will join our Delivery team and will build, drive and maintain our client’s solutions. Joining us in this role means you will lead a virtual cross-functional team managing successful project implementation. This involves both client communication and internal coordination. The team consists of talented engineers of different kinds, supply managers and other departments on an ‘as needed’ basis. This is a key role for us to ensure we deliver the best possible experience for our clients and enable us to constantly grow our business. Example Projects SFT (supervised fine tuning) data generation pipeline producing thousands of prompts and completions weekly across several languages and domains of knowledge; Evaluation pipeline helping to estimate LLMs’ responses quality and reaching a throughput of hundred thousands weekly; A red-teaming project helping to collect malicious prompts of different kinds to ensure models’ safety. Key Responsibilities Take ultimate ownership for all delivery team projects, including data quality, delivery timelines, unit economics and overall transparency for stakeholders; Lead a cross-functional delivery team ensuring projects are on track, any issues and risks are highlighted and resolved proactively; Own operations of the delivery team: including internal and external communication, activities planning, posting summaries and status updates, conducting retros etc.; Drive and motivate the team, seek out change to increase the organization’s efficiency; Help roll out improvements to the delivery team focussing on increased adoption and providing feedback for further improvements. Qualifications Experience leading technical cross-functional teams ; Experience managing complex projects including discovery, decomposition, scope planning, implementation and adoption; Client facing experience ; Being generally agile, able to switch quickly to new domains and subjects; Consulting , Tech , Competitors background is a big plus; Good understanding of LLMs and their life cycle in particular; Experience in data generation ; Experience and proactiveness in suggesting process changes is appreciated; Proven experience in the AI space , including working with clients and managing teams or projects at scale. What we can offer Personal and career development: we support employee’s ambition for professional development and encourage them to implement their ideas in their projects; Flexibility: we offer remote or hybrid employment. You will also design with your manager a workday that works best for you; Paid parental leave and sick leave; Medical insurance fully covered for the employee; 25 vacation days per year [Important Notice] Scam Alert Regarding Fake Job Postings It has come to our attention that an individual or group is fraudulently impersonating Toloka to post fake jobs and solicit personal information from applicants.Please be aware: Official Communication: Our recruiting team will only contact you from an official " toloka.ai " email address. We will NEVER use Gmail, Yahoo, Tolokainc, toloka.inc,  or other personal or seemingly business email accounts. Our Process: We will never ask for your bank account details, credit card number, or any fees as part of the application or interview process. Official Listings: All legitimate job openings are posted on our official careers page: https://toloka.ai/careers#job-list What to do: If you see a suspicious job posting or have been contacted by someone you suspect is a scammer, please do not provide any personal information. Instead, report the incident to us directly at security@toloka.ai and report the profile/post to LinkedIn.We are taking this matter very seriously and are working with the appropriate parties to resolve it. Thank you for your vigilance!

Вам предстоит отвечать за управление портфелем ключевых и кросс‑функциональных инициатив, обеспечивать полный цикл проектного управления, отвечать за координацию кросс‑функциональных команд: распределять ресурсы, управлять загрузкой участников и рисками, оперативно устранять препятствия для выполнения задач.

Location: Singapore 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. 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, 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 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 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. WHAT YOU'LL DO - As Sierra's first Physical Security Lead, you will build and own our global physical security program from the ground up, protecting our people, offices, events, and information as we grow across North America, Europe, and Asia. You'll partner closely with Workplace Technology, IT Engineering, Workplace, Security Engineering, People, and Legal, and set the strategy, standards, and operating model for the function as it scales. - Program strategy and standards: Assess risk across every Sierra site and set a global baseline for physical security, including policies, standards, and site-tier requirements, prioritized into a practical roadmap with a budget and clear metrics. - Access control and security systems: Own the strategy and governance for badge access, video, intrusion detection, and visitor management, in partnership with Workplace Technology, who operate our office access and network systems. Make sure access follows least privilege, is reviewed regularly, and is removed promptly when people leave. Make sure these systems are monitored and have backup power. - Office openings and build-outs: Define security requirements for new offices and build-outs as we open new sites, and partner with Workplace, landlords, architects, and integrators from design through commissioning. - Sensitive spaces, insider risk, and threat assessment: Secure executive areas, boardrooms, and conference rooms where confidential customer and company discussions happen, including technical surveillance countermeasures (TSCM) sweeps, recording-device policies, and controls for hosting visitors and guests. Build a workplace violence prevention and behavioral threat assessment program with People and Legal, and partner with Security Engineering and IT Engineering on insider risk so that physical and digital signals are reviewed together. - Policy, compliance, and customer trust: Own Sierra's Physical Security Policy and the physical controls behind our compliance programs. Represent physical security in customer security assessments and audits, and drive findings to closure. - Incident response and emergency preparedness: Own physical security incident response, investigations, and emergency plans for every office. Run drills and tabletop exercises, and set up monitoring and escalation through an in-house function or a GSOC partner. Issue safety advisories and coordinate with building security and local authorities when employees are at risk near our offices. - Events, executives, and travel: Plan security for all-hands meetings, customer events, and off-sites. Coordinate executive protection and travel risk management with trusted vendors, and own guard and security services contracts across our sites, including post orders, staffing, and performance. WHAT YOU'LL BRING - Experience: 8+ years in corporate physical security, global security, or security operations, including building or substantially scaling a program at a fast-growing technology company. Law enforcement, military, or government experience is valued alongside corporate experience. - Program building: A track record of standing up a physical security function at an early stage, including policies, vendors, budget, metrics, and team, with sound judgment about what to tackle first. - Security systems: Hands-on experience with modern, cloud-based access control, video, and visitor management platforms (for example Verkada, Brivo, Avigilon Alta, Genetec, or Envoy), and how they integrate with identity systems such as Okta. - Risk and threat assessment: Experience conducting site risk assessments, threat assessments, and investigations, and handling sensitive matters with discretion alongside People and Legal teams. - Incident leadership: Calm, decisive leadership during incidents and emergencies, including serving as incident lead and running after-action reviews. - Multi-site and international: Experience securing offices across multiple regions, including Europe and Asia, and managing guard, integrator, and executive protection vendors. - Partnership and communication: Able to build security programs that employees welcome rather than work around, and to explain risk clearly to executives, engineers, and building partners. - Work model: This role is based in our San Francisco office, with regular travel to our other offices. EVEN BETTER… - Professional certifications such as ASIS PSP or CPP. - Experience running TSCM programs or protecting sensitive R&D or AI research environments. - Experience with GSOC operations, mass notification, or travel risk management platforms. 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 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. WHAT YOU'LL DO - Oversee the Executive Business Center's four meeting rooms, keeping the space welcoming and ready for executive briefings, select internal meetings, and events. - Manage the calendar and booking process, resolving scheduling conflicts and coordinating overflow with the co-CEOs’ EAs. - Prepare for each visit by understanding who’s attending, the meeting objectives, and any room or hospitality needs. - Partner with Sales and Agent Development on meeting logistics, while hosts remain responsible for the customer experience end-to-end, including food and beverage orders. - Serve as the main internal contact for booking requirements and space guidelines, helping teams find alternative rooms when needed. - Coordinate room setup, resets, and onsite coverage, working with Workplace and IT to keep meetings running smoothly. - Refine the booking process to capture meeting needs up front and maintain an accurate calendar. WHAT YOU'LL BRING - 2–4 years of experience in high-touch events, executive administrative support, premium hospitality, or customer facing environments. - Excellent attention to detail, verbal and written communication skills, and confidence working with C-level executives. - Strong organization and time management, with the ability to balance shifting agendas and competing priorities. - A calm, proactive approach to anticipating needs and solving problems. - Sound judgment and discretion with sensitive customer and executive information. - A warm, service-oriented approach and confidence in communicating space guidelines. OUR VALUES - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work. - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it. - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve. - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time. - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements. WHAT WE OFFER We want our benefits to reflect our values and offer the following to full-time employees: - Flexible (unlimited) paid time off - Medical, dental, and vision benefits for you and your family - Life insurance and disability benefits - Retirement plan dependent on country of employment - Parental leave - Fertility and family building benefits - Lunch, as well as delicious snacks and coffee to keep you energized when working onsite - Discretionary benefit stipend giving people the ability to spend where it matters most - Free alphorn lessons These benefits are further detailed in Sierra's policies, may vary by region and employment type, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies. BE YOU, WITH US We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply through the link on this page even if your experience doesn't precisely match the job description. Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy. We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.

Location: San Francisco, CA; New York, NY Workplace: OnSite ABOUT US Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Sierra was co-founded by Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/ who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs. WHAT YOU’LL DO - Own the end-to-end lifecycle of sales plays: intake, design, build, launch, adoption, and retirement - Work with Product Marketing, Product, Sales Leadership, and Sales Engineering to decide which plays get built and in what order - Build play assets: messaging, discovery guides, demo flows, competitive battlecards, objection handling, and customer proof points - Train sellers and SEs on new plays through live sessions, async content, and practice - Define how each play's success is measured (usage, pipeline influence, win rate where attributable) and report on it - Retire or update plays that aren't working - Create the intake and prioritization process for play requests - Build plays so they can be adapted for regional teams, including our London office WHAT YOU’LL BRING - 4+ years in sales enablement, sales programs, product marketing, or a related field at a B2B software company - Experience building and launching sales plays or go-to-market programs for both sellers and technical teams - Ability to say no and prioritize across competing requests from senior stakeholders - Strong writing and facilitation skills - Comfort with data, and honesty about what can and can't be attributed to enablement EVEN BETTER… - Experience in AI or enterprise software sales environments - Experience with enablement and conversation-intelligence tools (e.g., [Highspot, Seismic, Gong]) - Prior experience as a seller or SE 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 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. Sierra’s Applied Research team works to make the models behind our agents better, faster, and cheaper across many kinds of tasks. Our work covers post-training open-weight models for specialized capabilities, new approaches to voice AI, and the benchmarks the field uses to measure agents, including τ-bench. As an Applied Research Intern, you’ll join the team for a research project, working with a mentor, you’ll pick a problem that matters to how AI agents perform in the real world, run rigorous experiments, and potentially write up what you find for a top venue. If you want your research to reach both the research community and production agents used by millions of people, come do it at Sierra. WHAT YOU’LL DO - Own a research project from start to finish, from framing the question and running experiments to writing and submitting a paper. - Push agent evaluation forward, for example by extending τ-bench to new domains, modalities, or long-horizon tasks, or by building new ways to measure reliability and consistency. - Study how agents reason, use tools, and follow policies over multi-turn conversations, and find out where and why they fail. - Explore post-training methods such as supervised fine-tuning and reinforcement learning to improve agent behavior, and measure the gains rigorously. - Work with large-scale, proprietary datasets of text and audio interactions to find research questions grounded in real customer problems. - Work with researchers and engineers across Sierra, and where it makes sense, turn your findings into improvements in production. WHAT YOU’LL BRING - Currently pursuing a PhD in computer science, machine learning, or a related field. - A research track record, such as first-author publications or submissions at venues like NeurIPS, ICML, ICLR, ACL, EMNLP, Interspeech or ICASSP. - Strong experimental skills: you design clean experiments, build careful baselines, and are honest about what the results do and do not show. - Fluency in Python and modern ML tooling (for example, PyTorch, and LLM inference and training stacks). - High agency and a builder’s mindset. You’ll work across the stack to get an experiment running. - Clear, direct communication, both in writing and when presenting research. EVEN BETTER - Research experience with LLM agents, tool use, or multi-turn dialogue. - Experience designing benchmarks or evaluations, especially ones tied to real-world outcomes. - Experience with supervised fine-tuning, reinforcement learning, or long-horizon optimization. - Experience with speech, voice, or multimodal models. - Open-source contributions to ML research code or benchmarks. INTERN QUALIFICATIONS - The internship is open to students currently enrolled in a PhD program. - Duration and start dates are flexible. Interns are embedded with the Applied Research team and work under the guidance of a mentor. - The internship is based in our San Francisco office. We are in person Monday through Thursday. 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 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. WHAT YOU’LL DO - Run the operating cadence for Product & Engineering incident response teams: own planning cycles, workflows, initiative tracking, and sprint planning - Design and optimize key processes like retrospectives, team syncs, and engineering demos to drive clarity and velocity - Build and maintain operational artifacts such as roadmaps, planning docs, capacity trackers, dashboards, and retros that keep everyone informed and aligned - Coordinate cross-functional initiatives that span Product, Eng, Legal, Security, and Ops teams—driving alignment, timelines, and accountability - Partner with Eng and Agent Development leadership to create scalable frameworks for goal-setting, prioritization, and execution - Analyze operational data and team feedback to identify friction points and implement systems that improve execution and outcomes WHAT YOU’LL BRING - 6-8+ years of experience in Product Operations, Business Operations, or Technical Program Management in a high-growth, product-led company - Proven track record building and scaling operational processes from scratch - Highly organized and methodical; you bring rigor, structure, and momentum to ambiguous situations - Excellent written and verbal communicator—clear, succinct, and persuasive across stakeholders and levels - Comfortable using tools like Linear, Figma, Google Drive, or similar to create systems that stick - Strong analytical instincts with proficiency in Excel/Sheets; SQL or dashboard experience is a plus EVEN BETTER… - Experience at an early-stage startup or scaling an engineering org - Familiarity with incident response and site reliability process, vendors, and oncall management - Background in product management, engineering, or consulting/strategy with deep operational exposure 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.