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!

What You’ll Do

Own and scale Sidecar Health’s broker growth strategy in your region - equipping brokers and GAs with the knowledge, tools, and confidence to win
Build deep, trusted relationships with brokers, GAs, and distribution partners, becoming a go-to expert in your market
Identifying high-potential distribution partners to invest in and grow with over time
Serve as the face of Sidecar Health locally, representing us at broker events, industry meetings, and community gatherings
Identify, test and refine new go-to-market and growth strategies, sharing insights to shape national sales efforts
Consistently meet or exceed sales goals while delivering an exceptional partner experience
Bring competitive intelligence and market insights to inform product and strategy decisions

What You’ll Bring

4+ years of sales experience within healthcare, benefits, or adjacent industries such as PBM, ancillary benefits, stop-loss, PEO, payroll, dental, vision, or B2B software
Experience calling on brokers and/or agencies preferred, but not required
Bachelor’s degree
Proven ability to generate and develop new opportunities, including self-sourced leads, without relying on pre-existing broker networks
Strong relationship-building and influencing skills in a consultative, trust-based sales environment
Track record of meeting or exceeding growth or revenue goals
Experience using market data and competitive insights to prioritize efforts and improve performance
Comfort with targeted outreach, networking, and in-market presence—prioritizing long-term partnerships over high-volume call activity
Willingness to travel up to 40% within Georgia to build and deepen regional relationships

What You'll Get

Competitive base salary with uncapped performance-based commission and equity
Comprehensive Medical, Dental, and Vision benefits
401(k) retirement plan
Paid time off and company holidays
Clear opportunity to build, own, and grow a book of business at a fast-scaling company redefining healthcare insurance in the U.S.
A seat at the table in shaping how Sidecar Health goes to market as we scale

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.

Regional Sales Manager, Large Group Plans (Dallas)

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Benefits