Lead Product Manager, Member Experience

Sidecar Health

. Own the end-to-end product strategy and roadmap for key member-facing features and experiences .

Posted 10/26/2026full-timeRemote • California • United StatesSenior💰 $200,000 - $220,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in product management with a focus on member engagement, utilizing data-informed strategies to enhance user experiences. Proficient in cross-functional collaboration, regulatory compliance, and leveraging analytics to drive product success.

Highest-signal resume keywords

Product Management ExperienceLLM- or ML-Powered ExperiencesSQL ProficiencyData and Analytical MindsetStrong Communication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product StrategyKPI TrackingA/B TestingUser ResearchData AnalysisOnboarding OptimizationActivation StrategiesRetention TechniquesScalable Product SolutionsCross-Functional Collaboration

Soft Skills

Strong CommunicationStorytellingDocumentation SkillsInfluencing StakeholdersSimplifying Complex Experiences

Certifications & Qualifications

Bachelor’s DegreeMaster’s Degree

Industry Keywords

Member EngagementHealthcare InsuranceComplianceConsumer ProductsMobile and Web Experiences

Tech Stack

Tools & technologies

SQL

About the role

Key responsibilities & impact

Own the end-to-end product strategy and roadmap for key member-facing features and experiences
Translate member pain points, business needs, and operational challenges into scalable product solutions
Drive cross-functional collaboration with engineering, design, operations, member support, and compliance
Evaluate and integrate third-party solutions and lead build-vs-buy decisions
Define and track KPIs related to member engagement, product usage, and satisfaction
Partner with marketing and member operations to ensure member awareness, adoption, and feedback loops
Champion an iterative, data-informed product development approach emphasizing quality, accessibility, and ease of use
Ensure member-facing experiences remain compliant, secure, and aligned with regulatory requirements
Lead core initiatives that improve member engagement with Sidecar Health’s healthcare insurance product and platform

Requirements

What you’ll need

Must reside in California for consideration
Position is not eligible for visa sponsorship or transfers
8+ years of product management experience
Track record of owning high-volume consumer products across mobile and web, where onboarding, activation, and retention drive results
Experience shipping LLM- or ML-powered customer-facing experiences
Ability to simplify complex experiences into clear, intuitive ones
Fluency in experimentation, including A/B testing, personalization, and journey-level metrics
Proficiency in SQL
Close partnership with design and user research, including speaking directly with members
Ability to set direction in ambiguous, fast-moving environments and influence senior stakeholders and executives
Strong communication, storytelling, and documentation skills
Strong data and analytical mindset
Bachelor’s or Master’s in a relevant field (preferred wording not used; credential is stated without explicit optional marker)

Benefits

Comp & perks

Competitive salary
Bonus opportunity
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.