Health & Benefits Sales Executive

Job Summary

We are seeking an experienced Health & Benefits Sales Executive to join our team, targeting mid-market companies with 1,000–5,000 employees. This hybrid role combines consultative selling, strategic account management, and complex sales cycle expertise to deliver innovative employee benefits, healthcare, and financial security solutions.

• Manage and grow a large book of mid-market accounts (1,000–5,000 employee lives).
• Execute complex sales cycles from prospecting to closing, including pricing negotiations and C-suite engagement.
• Develop and deliver proposals, presentations, and RFP responses tailored to client needs.
• Research markets, identify opportunities for new accounts, and expand existing relationships.
• Represent the company at industry events, conferences, and networking opportunities.

• BA/BS degree required.
• 5+ years selling employee benefits or health & benefits consulting to mid-market companies.
• Proven success in managing complex sales cycles and achieving sales targets.
• Strong network and ability to access C-suite executives.
• Knowledge of the U.S. mid-market health benefits landscape.
• Life & Health License preferred.

• Expertise in consultative, solution-based selling.
• Experience leading pricing negotiations and closing high-value deals.
• Strong ability to maintain long-term professional relationships.

Hybrid – 3 days in office, 2 days remote. Must meet in-office expectations from day one.