Outside Sales Representative

Outside Sales Representative | Evanston, IL, United States | Hybrid This employer is a leader in the supplemental insurance industry, renowned for its innovative AI-powered training and commitment to employee growth. They offer a unique opportunity for driven individuals to build a rewarding, high-earning career with a proven system and dedicated support, regardless of prior experience. The company fosters a positive, people-first culture that prioritizes work-life balance and recognizes top performance. The Role • Engage directly with business owners and families to educate them on supplemental insurance solutions. • Utilize a proven 10-step sales process with AI-driven coaching to guide prospects and close deals. • Develop and manage client relationships within an assigned territory. • Collaborate with a supportive team to share best practices and achieve collective success. • Travel within the territory Monday through Thursday, with evenings and weekends free. What You'll Need • Strong communication and interpersonal skills. • A self-starter mentality with a willingness to follow a structured system and learn. • Comfort with technology, including AI-powered training tools. • Ability to travel for work commitments Monday through Thursday. • A desire to control income potential and drive performance. What's On Offer • Uncapped earning potential with typical first-year incomes of $75,000+, plus residual renewal income and performance bonuses. • A consistent four-day workweek (Monday-Thursday) ensuring every weekend is free. • Comprehensive training, including licensing assistance, paid initial training, and ongoing AI-powered coaching. • Opportunities for career advancement and promotion from within the organization. • All-expenses-paid travel incentives for top performers. Apply via Haystack today!