Outside Sales Representative

Outside Sales Representative | Webster Groves, MO, United States | Hybrid

This employer is a highly respected leader in the supplemental insurance industry, known for its innovative AI-powered training and a supportive, people-first culture. They provide a proven system and comprehensive support to empower sales professionals to build successful, high-earning careers, regardless of prior experience.

The Role

• Travel within assigned territory Monday-Thursday to meet with business owners and families.
• Educate potential clients on supplemental insurance products that bridge gaps in traditional health coverage.
• Utilize a proven 10-step sales process, enhanced by AI coaching.
• Build and maintain strong relationships with clients and internal teams.
• Focus on closing deals and growing a personal book of business.

What You'll Need

• A strong work ethic and motivation for performance-based earnings.
• Excellent communication and interpersonal skills.
• Coachability and a willingness to learn and follow a proven system.
• Comfort with travel within a territory from Monday to Thursday.
• Ability to obtain an insurance license (training and assistance provided).

What's On Offer

• Uncapped commission potential with typical first-year earnings of $75,000+, exceeding $100,000 for top performers.
• Residual renewal income that grows over time from your book of business.
• A structured four-day workweek (Monday-Thursday) providing three-day weekends.
• Comprehensive paid training, licensing assistance, and ongoing AI-powered coaching and back-office support.
• Opportunities for career advancement and leadership roles through internal promotion.
• All-expenses-paid luxury travel incentives for top performers.

Apply via Haystack today!