Regional Sales Manager, Large Group Plans
Sidecar Health
full-time
Posted on:
Location Type: Remote
Location: United States
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About the role
- 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
Requirements
- 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
Benefits
- 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
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
sales experiencemarket data analysiscompetitive intelligencelead generationconsultative sellingB2B softwarehealthcare benefitsancillary benefitsstop-lossPEO
Soft Skills
relationship-buildinginfluencing skillstrust-based salesconsultative skillsnetworkingpartner experiencecommunicationstrategic thinkingproblem-solvingadaptability
Certifications
Bachelor's degree