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Full time
Sales
PS

Outside Sales Rep (No Experience Necessary)

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

Why This Role Stands Out

This hybrid Outside Sales Rep role offers exceptional earning potential with first-year representatives typically making $75,000+ and top performers exceeding $100,000 annually, alongside a structured training program and a guaranteed three-day weekend every week. You'll thrive here if you're driven and eager to build a rewarding sales career, regardless of prior experience, within a supportive and reputable company. Discover a career where your success is directly rewarded and apply today!

Quick Overview

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

Job Description

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

We're hiring on behalf of a highly respected leader in the supplemental insurance industry, known for its innovative AI-powered training and a strong commitment to employee growth and work-life balance. This company offers a unique opportunity for driven individuals to build a rewarding, high-earning sales career with comprehensive support from day one. They provide a structured path for success, ensuring that no matter your background, you have the tools and training to excel.

The Role

  • Engage with business owners and families within your territory to understand their insurance needs.
  • Educate potential clients on how products can bridge gaps in traditional health coverage.
  • Utilize a proven 10-step sales system, enhanced by AI coaching, to guide prospects.
  • Build and maintain relationships with clients to foster long-term business growth.
  • Collaborate with a supportive team, sharing best practices and celebrating successes.

What You'll Need

  • A strong work ethic and motivation to achieve performance-driven results.
  • Excellent communication and interpersonal skills for connecting with diverse individuals.
  • Coachable mindset, eager to learn and implement a proven sales system and AI training.
  • Comfort with travel within an assigned territory Monday through Thursday.
  • Minimum age of 18 years.

What's On Offer

  • Commission-based income with uncapped earning potential, typical first-year earnings of $75,000+.
  • Residual renewal income, building a growing income stream over time.
  • A consistent four-day workweek (Monday-Thursday), ensuring every weekend off.
  • Comprehensive paid training, including licensing assistance and AI-powered coaching.
  • Opportunities for career advancement and performance-based luxury travel incentives.

Apply via Haystack today!

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