Outside Sales Representative

Outside Sales Representative | Skokie, IL, United States | Hybrid

This employer is a well-established leader in supplemental insurance, known for its commitment to supporting sales professionals and fostering a people-first culture. They offer a robust, AI-powered training system and comprehensive back-office support, enabling individuals to build rewarding, high-earning careers without prior insurance experience.

The Role

• Meet face-to-face with business owners and families within your assigned territory to educate them on supplemental insurance solutions.
• Implement a proven 10-step sales process, enhanced by AI coaching, to effectively present products and close deals.
• Focus on building relationships and understanding client needs to offer appropriate financial protection.
• Collaborate with a supportive team, sharing best practices and celebrating successes.
• Travel within your territory Monday through Thursday, with evenings and weekends free.

What You'll Need

• A strong work ethic and a desire to control your income based on performance.
• Excellent communication and interpersonal skills to connect with diverse clients.
• A willingness to be coached and embrace AI-powered training and a structured sales system.
• Comfort with travel during the work week (Monday-Thursday).
• A proactive approach to self-starting and continuous improvement.

What's On Offer

• Significant earning potential with uncapped commissions and opportunities to exceed $100,000 in the first year.
• Residual renewal income, building a growing income stream from your book of business.
• A consistent four-day workweek (Monday-Thursday) resulting in three-day weekends every week.
• Comprehensive paid training, licensing assistance, and ongoing back-office support.
• Opportunities for career advancement and all-expenses-paid luxury travel incentives.

Apply via Haystack today!