Regional Sales Manager, Broker Sales (Dallas)

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 Texas 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