Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible 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!
About the Role
With proven product-market fit, we are on a mission to scale and automate our claims processes and improve the member experience. Multiple sub-systems need to be automated and integrated with high accuracy and auditability through automation workflow, decision-making, tracking, and human-in-the-loop processes where necessary. We are seeking an experienced and strategic Senior Product Manager with a strong background in AI technologies to work with senior technologists to co-create product strategy, define solutions, and execute large-scale, multi-phase initiatives. This role is a critical partner that will help us execute today and plan for the future.
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
- Partner with cross-functional teams to scope projects, define iterative releases, and execute complex initiatives from ideation through launch
- 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 systems stay up to date and compliant with evolving insurance regulations
What You'll Bring
- 5+ years of experience in product management building delightful consumer products
- Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field
- Expertise in designing and building intuitive user experiences, with a strong sense of design and usability
- Experience building effective and trustworthy generative AI products and understanding how this changes the development process
- Use of AI tools to explore ideas and accelerate the design and requirements process
- Deep understanding of Agile development methodology and experience leading cross-functional teams
- Strong analytical, troubleshooting, and problem-solving skills
- Proficiency in SQL for independent data analysis and investigation
- Ability to break complex problems into iterative releases for faster value delivery
- Skilled at translating technical requirements for a non-technical business audience
- Exceptional communication and leadership abilities, with a talent for structuring ambiguity and influencing stakeholders
- Experience in a fast-paced, growth-stage startup environment preferred; healthcare or insurance industry experience 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.
Sidecar Health adopts a market-based approach to compensation, where base pay varies depending on location and is further influenced by job-related skills and experience.
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.
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
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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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