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
This is a high-impact individual contributor role where you'll work directly on the product and alongside stakeholders across the company. We move fast, we build things that matter, and we use Claude every single day to do it better. If you're scrappy, hungry to grow, and want to see your work make a real difference in how people access healthcare, this is the place.
**MUST BE BASED IN CALIFORNIA**
What You'll Do
- Build and ship full-stack features with full ownership from design through deployment
- Integrate AI tools and LLM APIs into product workflows where they add real value
- Write clean, well-tested, production-grade code with a high bar for quality
- Partner with product, design, and stakeholders across the business to get things done
- Help raise the engineering bar through code reviews, technical discussion, and better defaults
What You'll Bring
- 5+ years of professional software engineering experience with ownership of production systems
- Strong proficiency in Python and TypeScript
- Habitual, fluent use of AI tools (Claude, ChatGPT, Cursor, etc.) as part of your daily workflow
- Solid fundamentals: system design, testing, debugging, and code review
- Comfortable owning cloud deployments, preferably on AWS
- Bachelor's or Master's degree in Computer Science, Information Systems, or a related field
- Experience in healthcare, insurance, or other regulated environments is a plus
The Reality
This is a startup. We move fast. We prioritize impact over polish. We expect:
- Bias for action — ship, learn, iterate
- Ownership — you design it, build it, run it
- Pragmatism — solve real problems, not theoretical ones
- Resilience — ambiguity comes with the territory
Healthcare is complex and broken. The work matters.
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 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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