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Full time
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PS

Outside Sales Rep (No Experience Necessary)

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

Why This Role Stands Out

This hybrid role offers uncapped earning potential with typical first-year earnings of $75,000+, plus paid training and licensing, making it ideal for motivated individuals seeking financial growth and excellent work-life balance with guaranteed three-day weekends. You'll thrive here if you're eager to learn and build a rewarding sales career supported by a proven system and dedicated team. Apply today to explore this exceptional opportunity!

Quick Overview

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

Job Description

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

This employer is a well-established leader in the supplemental insurance sector, dedicated to helping individuals and businesses secure their financial futures. They are known for their innovative AI-powered training and a strong commitment to fostering a supportive, high-earning career environment for their sales professionals.

The Role

  • Meet with business owners and families within assigned territories to educate them on supplemental insurance products.
  • Execute a proven 10-step sales system, enhanced by AI coaching.
  • Build and maintain client relationships to ensure long-term satisfaction and business growth.
  • Collaborate with a supportive team, sharing best practices and celebrating successes.
  • Travel within territory Monday through Thursday, with evenings and weekends free.

What You'll Need

  • A strong work ethic and a desire for uncapped earning potential.
  • Excellent communication and interpersonal skills to connect with diverse clients.
  • A proactive, coachable attitude, eager to learn and implement a proven system.
  • Ability to travel overnight within your assigned territory from Monday to Thursday.
  • Age 18 years or older.

What's On Offer

  • Significant first-year income potential ($75,000+ typical, $100,000+ achievable).
  • Residual renewal income from your book of business.
  • Comprehensive paid training, including licensing assistance and AI-powered coaching.
  • A structured Monday-Thursday work schedule, guaranteeing three-day weekends.
  • Opportunities for career advancement and promotion from within.

Apply via Haystack today!

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