Lead Product Manager, AI

Sidecar Health

Lead AI Product Manager transforming healthcare at Sidecar Health. Driving AI-powered member experiences while leading cross-functional teams to deliver innovative solutions.

Posted 5/26/2026full-timeRemote • California • 🇺🇸 United StatesSeniorWebsite

Tech Stack

Tools & technologies

SQL

About the role

Key responsibilities & impact

Lead product strategy and execution for AI-powered member experiences
Define how and where AI capabilities should be applied across the member journey
Own product roadmaps for AI-driven features
Design human-in-the-loop workflows and fallback experiences
Define evaluation frameworks for AI product quality
Drive discovery and ideation for new AI-powered capabilities
Use data, experimentation, and user insights to measure AI feature performance
Partner with engineering and data science to scope AI initiatives
Lead a cross-functional pod of engineers, designers, and data scientists
Stay current on the rapidly evolving AI landscape

Requirements

What you’ll need

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
Experience defining AI product quality metrics beyond traditional A/B testing
Founder or 0-to-1 builder experience is a strong plus
Proficiency in SQL for independent data analysis
Strong sense of design and UX, especially for AI-powered interfaces
Deep understanding of Agile methodology
Ability to communicate AI trade-offs, risks, and limitations to broad business audiences
Experience working cross-functionally across engineering, data science, design, and business stakeholders
Familiarity with AI safety, responsible AI practices, and healthcare-specific considerations is a plus
Startup experience is a plus.

Benefits

Comp & perks

Competitive salary, bonus opportunity, and equity package
Comprehensive Medical, Dental, and Vision benefits
A 401k retirement plan
Paid vacation and company holidays
Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

AI product managementAI capabilitieshuman-in-the-loop workflowsAI product quality metricsSQLAgile methodologyUX design for AI interfacesdata analysisAI agentsagentic architectures

Soft Skills

leadershipcommunicationcross-functional collaborationdesign instinctstrustworthy AI designideationdata-driven decision makinguser insights interpretationrisk assessmentstakeholder engagement

Certifications

Bachelor's degreeMaster's degree