Sales Director

Location: In office required – Miami, FL or Dallas, TX

Why Supersure?

Supersure is the insurance industry’s best-kept secret, until now. We’re not just another agency; we are the scientific revolution in the small and medium-sized (SMB) commercial insurance and employee benefits space. Blending technology, data, and human expertise, we deliver a client experience that’s light years ahead of the competition. Our Producers are the tip of the spear, empowered with warm leads, killer tech resources, and a marketing engine that actually delivers. If you are passionate about serving the SMB market, growing your income, and being part of a team that’s changing the game, this is your launchpad.

Our advantage lies in our blend of AI-powered technology and licensed human expertise, enabling a seamless, omnichannel experience for SMB clients and their employees. We give our producers and servicing staff the tools to thrive. Quality, affordability, simplicity, and value are prioritized – not just in our products, but in how we operate and in the individuals we hire.

This isn’t business as usual – and we’re looking for people who are ready to build something different.

Compensation & Benefits

• Base Salary: $150k–$175k (DOE) bonus
• Healthcare: 100% employer-paid
• 401k: Eligible on first payroll, with 4% company match
• Perks: $60/month cell phone stipend, company-paid parking, unlimited PTO, 14 annual holidays (13 scheduled 1 floating)

What You’ll Do

• Lead & Inspire: Build, mentor, and empower a high-performing, in-office sales team of Producers/Licensed Agents focused on both P&C and Group Benefits.
• Strategic Growth: Develop and execute a national sales strategy that aligns with Supersure’s revenue goals and client-first philosophy.
• Tech-Driven Execution: Drive adoption of AI-powered tools and digital workflows that supercharge prospecting, productivity, and client engagement.
• Cross-Functional Collaboration: Partner with Marketing, Product, and Operations to align go-to-market efforts and deliver a seamless, differentiated customer experience.
• Carrier & Partner Relations: Build and nurture strong carrier and partner relationships to support sustained business expansion and market access.
• Market Expansion: Travel to key markets and industry events to represent Supersure, open new opportunities, and keep your finger on the pulse of the industry.
• Culture Builder: Foster a high-energy, accountable, and mission-driven culture where innovation and results are celebrated.

What Makes Supersure Different?

• AI-Powered Advantage: Our Producers are equipped with warm leads, a robust marketing engine, and a tech stack that eliminates the “old-school” grind.
• Omnichannel Sales Model: We blend digital and human-first approaches, giving your team the flexibility and tools to win in any market.
• Startup Energy, Proven Stability: Enjoy the excitement of a high-growth startup with the backing and stability of a proven business model.

Required Qualifications

• Licensing: Active Property & Casualty and/or Group Benefits insurance license.
• Experience: 4 years of progressive insurance sales leadership, with a proven record of building, scaling, and inspiring high-performing teams.
• Track Record: Demonstrated success exceeding sales targets in fast-growing, tech-enabled, or high-change environments.
• Market Knowledge: Deep understanding of SMB insurance markets and the unique needs of small and midsize businesses.
• Leadership: Exceptional coaching, team building, and communication skills, you know how to drive accountability and foster a winning culture.
• Tech Fluency: Comfort with digital sales tools, CRM/AMS platforms, and a passion for leveraging technology to drive results.
• Location: Must be based in Miami, FL area and able to work in-office in downtown Miami (Wells Fargo tower) OR in Dallas, TX area and able to work in-office in the North Dallas area.

Preferred Qualifications

• Dual Licensing: Active licenses in both Property & Casualty and Health/Life (Group Benefits).
• Platform Experience: Experience with HubSpot, Applied Epic, Employee Navigator and/or similar agency management systems.
• AI & Automation: Familiarity with AI-powered sales tools, KPI dashboards and other automation platforms that enhance prospecting and productivity.
• Carrier Relationships: Established network of carrier and partner relationships in the SMB insurance space.
• Startup/Growth Experience: Background in high-growth, startup, or transformation-stage organizations.
• Industry Visibility: Experience representing a brand at industry events, conferences, and in the media.

Why Join Us?

• Be the architect of a national sales engine at the forefront of insurance innovation
• Work alongside a bold, mission-driven leadership team
• Shape the future of how SMBs buy and experience insurance
• Enjoy competitive compensation, leadership-level incentives, and full benefits