Strategist, Agent Development - Public Sector

Sierra•San Francisco, CA
•$200,000 - $290,000•Onsite

About The Position

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands 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. Our co-founders are Bret Taylor and Clay Bavor. Sierra recently received FedRAMP High certification, enabling us to bring our industry-leading technology to partners in the US public sector. We’re now building our founding public sector team to redefine the relationship between the government and its citizenry. Today, our agents already enable citizens to access social services, report fraud, and understand complex government systems. Simultaneously, they empower government officials to better hear the concerns and inquiries of their constituencies. We are explicitly nonpartisan and committed to empowering public servants to leverage AI to advance their important missions. In our journey, we are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Requirements

  • Ownership and delivery. A track record of leading multiple complex, high-visibility initiatives and driving cross-functional teams from an ambiguous starting point to measurable outcomes - for example as part of an early team, consultancy, or otherwise.
  • Technical aptitude. Comfort engaging directly with technical concepts, including reading API documentation, understanding data models and system architecture, and following engineering and security tradeoffs in design discussions.
  • Commitment to public service. A passion for public sector work and a belief in the potential of institutions to improve outcomes for the people and communities they serve.
  • Communication. Clear, direct, and persuasive communication across executive, operational, policy, and technical audiences, with the ability to turn complexity into shared decisions.
  • Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as policy, stakeholder, or implementation conditions change.

Nice To Haves

  • Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
  • Experience working in or with federal, state, or local government, including familiarity with procurement, security and compliance, accessibility, policy implementation, or systems integration.
  • You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
  • A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.

Responsibilities

  • Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, evaluation, launch, and continuous iteration in production. Translate mission goals, policy requirements, and operational workflows into an agent that performs reliably in the real world.
  • Be a trusted strategic advisor to public sector leaders. Work shoulder-to-shoulder with agency executives and program leaders to define success, prioritize opportunities, and shape an AI strategy grounded in mission impact.
  • Partner with working teams day to day. Run working sessions with program, operations, technology, security, legal, and procurement stakeholders; resolve issues as they arise; and make the decisions that keep deployments moving toward launch.
  • Identify new ways to expand our impact. Understand our partners' most urgent needs and develop roadmaps for new use cases, including proactive outreach, multilingual access, and long-horizon agents that can support people across multi-step journeys.
  • Directly shape the product and our public sector strategy. Surface unmet needs from customer work, prototype new approaches, and partner with research, product, platform, and public sector leadership to influence Sierra's roadmap, market strategy, and repeatable solutions for government.

Benefits

  • 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 through Carrot
  • Lunch, as well as delicious snacks and coffee to keep you energized
  • Discretionary benefit stipend giving people the ability to spend where it matters most
  • Free alphorn lessons
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