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
Sidecar Health is building out its public policy function, and this is the first dedicated role in it. You’ll be our eyes and ears in Washington and in state capitals, tracking the legislation, regulation, and political developments that shape consumer-directed health insurance, and turning that noise into clear positions and recommendations for our leadership team. You’ll also carry our story to the Hill, to federal agencies, and to coalition partners, building the relationships that help policymakers understand how a more transparent, affordable insurance model works for the people it covers.
Sidecar Health is building out its public policy function, and this is the first dedicated role in it. You’ll be our eyes and ears in Washington and in state capitals, tracking the legislation, regulation, and political developments that shape consumer-directed health insurance, and turning that noise into clear positions and recommendations for our leadership team. You’ll also carry our story to the Hill, to federal agencies, and to coalition partners, building the relationships that help policymakers understand how a more transparent, affordable insurance model works for the people it covers.
This is an individual contributor role reporting to our Chief Public Affairs Officer. It’s a remote position, but you must be based in the Washington, DC metro area and be available for regular in-person meetings on the Hill and with agency and coalition partners.
What You’ll Do
- Develop and execute federal and state government affairs strategies aligned with company priorities and our goals around access, affordability, and transparency
- Build and deepen relationships with Members of Congress, congressional staff, and federal agencies, with a focus on expanding our bench of credible policy champions
- Monitor and assess legislation, regulation, political developments, and emerging policy proposals affecting the health insurance industry at the federal and state level
- Translate policy developments into concise business implications, options, recommendations, and action plans for senior leadership and cross-functional partners in Legal, Product, Actuarial, and Sales
- Lead the development of policy positions, advocacy materials, executive briefings, hearing and meeting prep, written comments, coalition strategies, and stakeholder engagement plans
- Represent Sidecar Health in trade associations, coalitions, and stakeholder forums, and identify opportunities to partner on shared priorities
- Use AI tools to accelerate legislative tracking, research, and first drafts, while applying your own judgment to what they produce
What You’ll Bring
- 6+ years of experience in government affairs, public policy, or legislative work, such as on Capitol Hill, at a federal or state agency, a trade association, an advocacy organization, or in a corporate government affairs team
- Working knowledge of health insurance or health policy; familiarity with state insurance regulation is a plus
- Ability to read and interpret legislative and regulatory text directly, analyze complex policy proposals, and form a clear, defensible point of view
- Excellent writing skills, with experience producing briefing memos, comment letters, talking points, and policy one-pagers for executive audiences
- A relationship builder who is comfortable operating independently in a lean, fast-moving environment and representing the company externally
- Existing relationships with congressional offices and/or committee staff are a plus, as are relationships with policymakers and stakeholders in Ohio, Georgia, Florida, and/or Texas
- Fluency with AI tools (e.g., Claude, ChatGPT) and a bias toward using them to work faster and smarter
- Bachelor’s degree required; advanced degree in public policy, law, or a related field is a plus
What You’ll Get
- Competitive salary, bonus opportunity, and equity package
- Comprehensive medical, dental, and vision benefits
- 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.