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Outside Sales Representative (Training Provided)

Platinum Supplemental InsuranceOak Lawn, IL🇺🇸United StatesPosted Mar 27, 2026

Why This Role Stands Out

This hybrid Outside Sales Representative role offers exceptional earning potential with a guaranteed first-year income of $100,000 and the flexibility of three-day weekends. You'll thrive in this position if you are a driven individual eager for comprehensive training and a supportive system that empowers you to build a successful, high-earning career. Apply today to explore this rewarding opportunity!

Quick Overview

Salary
$100k/yr
Seniority
Mid Senior
Employment type
Full Time
Work mode
Hybrid
Location
Oak Lawn, IL, United States
Outside Sales

Job Description

Outside Sales Representative | Oak Lawn, IL, United States | Hybrid

This employer is a nationally recognized leader in the supplemental insurance industry, known for its commitment to developing talent and fostering a supportive, high-earning environment. They offer a proven system and comprehensive training to help individuals build rewarding careers, regardless of prior experience.

The Role

  • Meet with business owners and families within assigned territories to educate them on supplemental insurance solutions.
  • Utilize a proven 10-step sales process, enhanced by AI coaching, to identify needs, present solutions, and close business.
  • Develop relationships and build a residual income stream through a growing book of business.
  • Collaborate with a supportive team, sharing best practices and celebrating collective success.
  • Travel within the territory Monday through Thursday, with weekends consistently free.

What You'll Need

  • Strong motivation to control income and achieve uncapped earning potential.
  • Excellent communication and interpersonal skills, with the ability to connect with diverse individuals.
  • A self-starter mentality, coachable and eager to learn and follow a proven system.
  • Willingness to travel overnight within an assigned territory Monday through Thursday.
  • Adaptability to embrace AI-powered training and new technologies.

What's On Offer

  • Comprehensive paid training, including licensing assistance and a full week of paid instruction.
  • Significant earning potential with typical first-year income of $75,000+ and uncapped commission opportunities.
  • Residual renewal income and performance bonuses throughout your career.
  • A consistent Monday-Thursday work schedule, ensuring every weekend is free.
  • Opportunities for career advancement and promotion from within, along with luxury travel incentives.

Apply via Haystack today!

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