Senior Sales Account Executive

Overview

Lead Employee Benefits Producer – Chicago Expansion. Join a rapidly growing, employee-owned insurance organization shaping the future of the Midwest market. This is a high-impact, equity-eligible opportunity for a proven producer to lead expansion efforts as part of a Top 40 national insurance agency undergoing significant westward growth, with Chicago, IL as a key hub.

Responsibilities

• Anchor the Chicago market expansion
• Shape market strategy and lead recruiting/onboarding
• Influence M&A evaluations (tuck-ins and acquisitions)
• Grow into a Sales Team Leader role

What we’re looking for

• 6+ years of Employee Benefits sales experience (agency preferred, carrier considered)
• 3+ years in a stable role (no frequent job changes)
• Strong producer/closer track record (mid–large group: 100+ lives)
• Licensed and actively working in insurance
• Based in or willing to relocate to Chicago (travel to HQ in South Bend, IN quarterly)
• Proven relationship builder with consultative sales approach
• Interest in mentorship, leadership, or market expansion

Ready to lead, grow, and shape a new market? Apply now and be part of a team where your expertise drives success.