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 Senior Product Manager, you will lead the ideation, technical development, and launch of initiatives that help members better understand their plan and shop for care. Leveraging modern AI technologies, you’ll deliver personalized experiences that anticipate member needs, such as coverage details or finding cost-effective care. You’ll enhance our search engine, develop intuitive user experiences with educational support, and collaborate across teams to turn insights into impactful product outcomes.

What You'll Do

• Design AI-powered systems and user experiences that help members find cost-effective, high-quality care across various healthcare types and locations
• Map and understand different member healthcare journeys, supporting them through customization and personalization
• Identify and leverage data relationships to provide seamless, relevant information to members
• Analyze user behavior and site usage data to optimize performance and prioritize projects
• Collaborate with engineering to scope projects, break into user stories, define MVPs, and organize into sprints
• Lead a cross-functional pod of engineers and product designers to deliver roadmap-aligned features
• Contribute to process improvements, documentation, and overall operational efficiency within the product team
• Ensure our system stays up-to-date and compliant with changing insurance regulations

What You'll Bring

• 5+ years of experience in product management, with a focus on search engines or user-facing applications
• Expertise in designing and building intuitive, AI-powered search and user interfaces with a strong sense of design and user experience
• Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field
• Proficiency in SQL for independent data analysis and investigation
• Foundational knowledge of AI and AI-based development
• Deep understanding of Agile development and Scrum methodology
• Strong analytical, troubleshooting, and problem-solving skills
• Ability to break complex problems into MVPs for faster implementation
• Skilled at translating technical requirements for non-technical business audiences
• Talent for structuring and clarifying complex, ambiguous situations
• Experience working cross-functionally and influencing multiple stakeholders
• Excellent written and verbal communication skills
• Passion for a data-driven, results-oriented culture
• Experience in a fast-paced, growth-stage startup environment is a plus

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: $145,000 - $165,000.