Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.
The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.
If you want to use your talents to transform healthcare in the United States, come join us!
**Must reside in California for consideration**
About the Role
As a Lead Product Manager at Sidecar Health, you will own critical member-facing product areas and drive the strategy, development, and launch of innovative features that enable members to shop for care more effectively. You’ll lead complex initiatives that improve how members search for care, understand costs, and make informed healthcare decisions.
In this role, you will partner closely with engineering, design, and business leaders to define product vision, set roadmap priorities, and deliver high-impact solutions that improve member experience and drive company growth. You will operate with significant autonomy while helping shape product direction across teams.
What You'll Do
- Lead product strategy and execution for key member-facing experiences that help members find high-quality, cost-effective care
- Define and own product roadmaps, aligning initiatives with company goals and member needs
- Drive discovery and ideation for new capabilities that improve healthcare shopping, transparency, and personalization
- Map and deeply understand member healthcare journeys to identify opportunities for product innovation
- Use data, experimentation, and user insights to inform product decisions and measure success
- Partner with engineering leaders to scope initiatives, define MVPs, and deliver high-quality solutions through Agile development
- Lead a cross-functional pod of engineers and designers to ship impactful product improvements
- Influence product direction across teams and collaborate with product leadership on longer-term platform strategy
- Establish strong product practices, documentation, and processes that improve team efficiency and execution
What You'll Bring
- Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field
- 5+ years of experience in product management, with a focus on search engines or data analytics platforms
- Expertise in user-facing applications, with a strong sense of design and user experience
- Proficiency in SQL for independent data analysis and investigation
- Deep understanding of Agile development and Scrum methodology
- Strong analytical, troubleshooting, and problem-solving abilities
- Skill in breaking complex problems down into MVPs for faster implementation
- Ability to translate technical requirements for broad business audiences
- Talent for structuring and clarifying complex, ambiguous situations
- Experience working cross-functionally and influencing multiple stakeholders
- Experience in a fast-paced, growth-stage startup environment is a plus
- Excellent written and verbal communication skills
- Passion for a data-driven, results-oriented culture
What You'll Get
- 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.
In taking a market-based approach to compensation, base pay may vary depending on location. Additionally, base pay may vary considerably depending on job-related skills and experience. The current expected salary range for this position is: $160,000 - $180,000.
Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.
Skills Required
- Bachelor's or Master's degree in Computer Science, Information Systems, Business Administration, or related field
- 5+ years of experience in product management, focusing on search engines or data analytics platforms
- Expertise in user-facing applications, with a strong sense of design and user experience
- Proficiency in SQL for independent data analysis
- Deep understanding of Agile development and Scrum methodology
- Strong analytical, troubleshooting, and problem-solving abilities
- Ability to translate technical requirements for broad business audiences
Sidecar Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Sidecar Health and has not been reviewed or approved by Sidecar Health.
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Fair & Transparent Compensation — Compensation in tech and product roles is described as market‑aligned and competitive. Feedback suggests many in these functions feel total pay stacks up well against peers.
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Healthcare Strength — Employer‑paid major‑medical coverage for employees and family is highlighted, positioning health benefits as a strong component of total rewards. Feedback suggests low denial rates, added navigation tools, and center‑of‑excellence partnerships reinforce the plan’s practical value.
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Equity Value & Accessibility — Total rewards are presented to include stock options and bonuses in addition to salary. Feedback suggests these elements can meaningfully enhance perceived upside beyond base pay.
Sidecar Health Insights
What We Do
Sidecar Health is changing the health industry with modern, common-sense health insurance that finally gives consumers control over costs and choices. We are a passionate group of people-people on a mission to make quality healthcare affordable and accessible for everyone.
Why Work With Us
Being a growth-stage distributed startup, transparent and asynchronous communication is critical. We'll provide you with the resources and tools you need, and regularly seek your feedback through quarterly engagement pulses on what is or isn't working well.
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