Lead Product Manager, AI
New
S
Sidecar HealthHealth Insurance
Must reside in California for considerationFull-TimeLead
Salary not disclosed
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Job Details
- Experience
- 5+ years of product management experience, with at least 2 years leading AI-powered product development
- Required Skills
- SQLAgileProduct ManagementProduct Development
Requirements
- Bachelor's or Master's degree in Computer Science, Information Systems, Business Administration, or related field
- 5+ years of product management experience, with at least 2 years leading AI-powered product development
- Demonstrated experience taking AI products from concept through launch
- Deep understanding of AI agents and agentic architectures
- Strong instincts for designing trustworthy AI: traceable decisions, preserved intent, auditable outputs
- Experience defining AI product quality metrics beyond traditional A/B testing
- Proficiency in SQL for independent data analysis
- Strong sense of design and UX
- Deep understanding of Agile methodology
- Ability to communicate AI trade-offs, risks, and limitations
- Experience working cross-functionally across engineering, data science, design, and business stakeholders
Responsibilities
- Lead product strategy and execution for AI-powered member experiences that help members find high-quality, cost-effective care
- Define how and where AI capabilities — LLMs, agentic workflows, conversational interfaces, intelligent recommendations — should be applied across the member journey
- Own product roadmaps for AI-driven features, balancing member needs, company goals, and technical feasibility
- Design human-in-the-loop workflows, fallback experiences, and guardrails that account for AI's probabilistic nature
- Define evaluation frameworks for AI product quality — accuracy, safety, hallucination risk, auditability, and user trust — and use them to make ship/no-ship decisions
- Drive discovery and ideation for new AI-powered capabilities that improve healthcare shopping, transparency, and personalization
- Use data, experimentation, and user insights to measure AI feature performance and iterate
- Partner with engineering and data science to scope AI initiatives, define MVPs, and navigate build vs. buy vs. integrate decisions
- Lead a cross-functional pod of engineers, designers, and data scientists to ship high-impact improvements
- Stay current on the rapidly evolving AI landscape and translate emerging capabilities into concrete product opportunities
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