Job Description

Salary: $211,000 - 251,000 per year Requirements:

• We look for a track record of leading multiple complex, high-visibility initiatives and guiding cross-functional teams from an unclear starting point to measurable results, such as in an early-stage team, consultancy, or similar environment.
• We value comfort working with technical concepts, including reading API documentation, understanding data models and system architecture, and discussing engineering and security tradeoffs.
• We seek a strong commitment to public service and a belief in the ability of institutions to improve outcomes for the communities they serve.
• We need clear, direct, and persuasive communication across executive, operational, policy, and technical audiences, with the ability to turn complexity into shared decisions.
• We value strong analytical and critical-thinking skills to break down complex problems, identify risks early, and adapt as policy, stakeholder, or implementation conditions change.
• We prefer experience building or deploying AI/LLM agents in production, including hands-on work with evaluation frameworks, agent tooling, RAG, and prompt engineering alongside technical partners.
• We also value experience working in or with federal, state, or local government, including familiarity with procurement, security and compliance, accessibility, policy implementation, or systems integration.
• It is a plus if you have been a founder, founding team member, or operator and can balance craft, ownership, and speed.
• We welcome a degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience, and/or an MBA or comparable experience at the intersection of technology and business.

• We own the full Agent Development Life Cycle, taking agents from initial scope through conversation design, tooling, evaluation, launch, and ongoing production improvement.
• We translate mission goals, policy requirements, and operational workflows into reliable agents that perform in the real world.
• We act as a trusted strategic advisor to public sector leaders, working closely with agency executives and program leaders to define success, prioritize opportunities, and shape an AI strategy focused on mission impact.
• We partner day to day with program, operations, technology, security, legal, and procurement stakeholders, running working sessions, resolving issues, and keeping deployments on track to launch.
• We identify ways to expand our impact by understanding urgent partner needs and developing roadmaps for new use cases such as proactive outreach, multilingual access, and long-horizon agents.
• We help shape our product and public sector strategy by surfacing unmet needs, prototyping new approaches, and collaborating with research, product, platform, and leadership teams on roadmap and market direction.

• AI
• API
• Support
• LLM
• RAG
• Security
• AI Agents
• CTO
• Salesforce
• VR

More:

We are Sierra, building a platform that helps every company create better, more human customer experiences with AI. We work with organizations such as SoftBank, Uber, Rivian, CLEAR, and Sutter Health, and we are primarily an in-person company based in San Francisco with growing offices across North America, Europe, and Asia. Our culture is grounded in Trust, Customer Obsession, Craftsmanship, Intensity, and Family. Our Public Sector team is building the founding public sector function after receiving FedRAMP High certification, helping us bring our technology to government partners and support citizens and public servants with services, reporting, and complex government processes. We offer benefits to full-time employees including flexible unlimited PTO, medical, dental, and vision coverage, life and disability insurance, a retirement plan dependent on country of employment, parental leave, fertility and family-building support through Carrot, lunch, snacks, coffee, a discretionary benefit stipend, and free alphorn lessons.

last updated 43 week of 2026

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