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Outside Sales Representative

Platinum Supplemental InsuranceEvanston, IL🇺🇸United States

Why this role stands out

This hybrid Outside Sales Representative role offers uncapped earning potential with first-year earnings typically exceeding $75,000 and a strong path to over $100,000, complemented by residual income and bonuses. You'll thrive here if you're driven and eager to build a rewarding career with comprehensive training and a supportive system, enjoying a consistent three-day weekend every week. Apply to join a company dedicated to your success and work-life balance.

Quick overview

Salary$100k/yr
SeniorityMid Senior
Employment typeFull Time
Work modeHybrid
LocationEvanston, IL, United States
Outside Sales

Job description

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!

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