Strategist, Agent Development - Healthcare
SierraNew York, NYPosted 27 February 2026
Job Description
Strategist, Agent Development - Healthcare
ABOUT US
- At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Singapore, and Japan.
- 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.
- Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
ABOUT THE HEALTHCARE TEAM
- Healthcare is one of Sierra's fastest-growing verticals—our agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
- Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
- Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
WHAT YOU'LL DO
As a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
- Be a trusted advisor to our healthcare customers and drive their AI strategies.
- Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
- Drive execution and delivery of multiple complex, high-visibility agent development projects.
- Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
- Ensure clear communication across all stakeholders while developing strong relationships.
- Contribute data-driven, strategic insights to customers and internal team decisions.
- Design, launch, and optimize HIPAA-compliant agents across complex healthcare workflows.
- Translate operational healthcare challenges into scalable AI solutions and serve as a trusted advisor on AI strategy.
- Use frontline insights to improve agent performance and contribute to Sierra’s healthcare roadmap.
EXAMPLE PROJECTS
These are examples of projects our healthcare team has worked on:
- Lead the project for building AI agents for major health insurance networks that handle detailed questions like "what's my co-pay for a primary care visit?" and "how many physical therapy sessions do I have left?"
- Ideate and create a roadmap for growing value for large healthcare payers and providers
- Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics
- Build agents that ... (truncated, view full listing at source)
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