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 Ohio, Georgia, or Florida for consideration**
About the Role
We are looking for a seasoned, relationship-driven Senior Director of Provider Engagement to lead our expansion and provider-facing initiatives nationally. This high-impact leadership role is responsible for shaping our provider footprint, cultivating deep partnerships with hospitals and health systems, and overseeing a team of senior employees responsible for bringing Sidecar Health’s model to life on the ground.
You’ll play a central role in crafting our regional growth strategy, ensuring providers are aligned with our mission, and that our members have access to high-quality, cost-effective care. This role requires a senior leader with extensive experience in health system alignment, strategic provider partnerships, and operational execution.
- Lead provider engagement strategy nationally, with an emphasis on building strong, sustainable relationships with hospitals and health systems
- Guide and support a team of senior leaders who manage provider-facing initiatives and execution within their respective regions
- Develop scalable approaches for provider onboarding, enablement, and collaboration that reflect Sidecar Health’s consumer-first philosophy
- Work cross-functionally with Finance, Legal, and Operations to shape the provider experience and ensure operational excellence
- Serve as a strategic ambassador for Sidecar Health in the provider community, clearly articulating our differentiated model and building trust with senior health system leaders
- Monitor regional market conditions and trends to inform strategy and support thoughtful, data-backed decision making
- Support innovation in provider-facing solutions, tools, and partnerships that improve outcomes and reduce friction for both members and providers
What You'll Bring
- 10+ years of experience in provider relations, strategic partnerships, or health system leadership—ideally in a payer, health tech, or provider services context
- Demonstrated success working with senior executives at hospitals and health systems
- Experience leading multi-state or regional initiatives focused on provider collaboration, care delivery strategy, or growth
- Strong people leader with experience managing senior-level professionals; proven ability to build and scale high-performing teams
- Exceptional interpersonal and communication skills with the presence to influence internally and externally at the executive level
- Track record of success in dynamic, fast-paced environments; startup or growth-stage company experience is a strong plus
- Bachelor’s degree required; advanced degree (MBA, MHA, MPH) preferred
- Must be based in Florida, Ohio, or Georgia, and available for travel as needed
- Bachelor's degree
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. The current expected salary range for this position is $140,000 - $180,000.
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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