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Senior Software Engineer, Full Stack (Member Experience)

🌐 Remote💼 Full-time🗓 2026-07-23 → 2026-08-01

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. 

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.

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