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Outside Sales Representative (Training Provided)

Platinum Supplemental InsuranceWheaton, IL🇺🇸United StatesPosted 27 Mar 2026

Why This Role Stands Out

This hybrid role offers exceptional earning potential with a guaranteed first-year income of $100,000, coupled with comprehensive training and licensing, allowing you to build a rewarding sales career. You'll thrive here if you're driven, eager to learn, and value a strong work-life balance with guaranteed three-day weekends. Apply today to unlock uncapped income and a truly flexible career.

Quick Overview

Salary
$100k/yr
Seniority
Mid Senior
Employment type
Full Time
Work mode
Hybrid
Location
Wheaton, IL, United States
Lead GenerationOutside Sales

Job Description

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

This employer is a well-established leader in the supplemental insurance industry, renowned for its innovative, AI-powered training and strong focus on career development. They provide a robust support system designed to empower sales professionals to achieve significant earning potential and work-life balance. The company prides itself on a people-first culture, fostering an environment where individuals can build rewarding, high-earning careers regardless of prior experience.

The Role

  • Meet with business owners and families within your assigned territory Monday through Thursday.
  • Educate clients on how supplemental insurance products can bridge gaps in traditional health coverage.
  • Utilize a proven 10-step sales process, enhanced by AI coaching, to guide prospects from initial contact to closing.
  • Collaborate with a supportive team, sharing best practices and celebrating successes.
  • Focus on building relationships and closing deals, with back-office support handling marketing, lead generation, and customer service.

What You'll Need

  • A strong work ethic and motivation to control and maximize income.
  • Excellent communication and interpersonal skills to connect with diverse individuals.
  • A coachable attitude and self-starter mentality, willing to follow a proven system and learn from training.
  • Comfort with travel within an assigned territory for client meetings.
  • Desire to build a career with uncapped earning potential.

What's On Offer

  • A commission-based position with uncapped income potential, with first-year consultants typically earning $75,000+.
  • Residual renewal income from sold policies, creating a growing, long-term income stream.
  • A consistent Monday-Thursday work schedule, ensuring every weekend is free.
  • Comprehensive paid training, licensing assistance, and AI-powered coaching from day one.
  • Opportunities for career advancement and promotion from within, alongside luxury travel incentives for top performers.

Apply via Haystack today!

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