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Full time
Sales
PS

Outside Sales Rep (No Experience Necessary)

Platinum Supplemental InsuranceDes Plaines, IL🇺🇸United StatesPosted 27 Mar 2026

Why This Role Stands Out

This role offers exceptional earning potential with a typical first-year income of $75,000+ and a proven system to support your success, making it ideal for motivated individuals seeking a rewarding sales career. You'll enjoy a fantastic work-life balance with consistent three-day weekends and hybrid flexibility, all while receiving paid training and licensing. Apply today to build a high-earning career where your income has no ceiling.

Quick Overview

Salary
$75k/yr
Seniority
Mid Senior
Employment type
Full Time
Work mode
Hybrid
Location
Des Plaines, IL, United States
Outside Sales

Job Description

Outside Sales Rep | Des Plaines, IL, United States | Hybrid

This employer is a well-established leader in the supplemental insurance industry, known for its innovative AI-powered training and commitment to employee success. They offer a unique opportunity for driven individuals to build a lucrative career with uncapped earning potential and a structured, supportive environment.

The Role

  • Engage with business owners and families within an assigned territory to present supplemental insurance solutions.
  • Utilize a proven 10-step sales process, enhanced by AI coaching, to guide prospects from initial contact to closing.
  • Build and maintain relationships with clients, educating them on how products can fill gaps in traditional health coverage.
  • Travel within the territory for client meetings from Monday through Thursday.
  • Collaborate with a supportive team to share best practices and achieve collective success.

What You'll Need

  • A strong work ethic and a desire to control your income potential.
  • Excellent communication and interpersonal skills, with the ability to connect with diverse individuals.
  • A coachable mindset, eager to learn from AI-powered training and experienced mentors.
  • Readiness for overnight travel Monday–Thursday within a designated territory.
  • A minimum age of 18 years for this commission-based sales role.

What's On Offer

  • Significant first-year earning potential, with typical incomes of $75,000+ and achievable $100,000+ for top performers.
  • A consistent 3-day weekend every week, with a Monday-Thursday work schedule.
  • Comprehensive paid training, including licensing assistance and first-week paid onboarding.
  • Opportunities for career advancement into leadership roles with a company that promotes from within.

Apply via Haystack today!

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