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Full time
Sales
PS

Outside Sales Representative

Platinum Supplemental InsuranceCarol Stream, IL🇺🇸United StatesPosted 27 Mar 2026

Quick Overview

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

Job Description

Outside Sales Representative | Carol Stream, IL, United States | Hybrid

This employer is a highly respected organization in the 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 rewarding, high-earning career with built-in support systems and a strong focus on work-life balance.

The Role

  • Meet with business owners and families within your territory Monday–Thursday to present supplemental insurance solutions.
  • Utilize a proven 10-step sales process, enhanced by AI coaching, to effectively engage prospects and close deals.
  • Grow your individual book of business through consistent relationship building and sales efforts.
  • Collaborate with a supportive team, sharing best practices and celebrating successes.
  • Travel within your assigned territory for client meetings.

What You'll Need

  • Strong communication and interpersonal skills for effective client engagement.
  • Self-motivation and a drive to achieve results in a commission-based environment.
  • Coachable attitude with a willingness to learn and follow a structured sales system and training.
  • Comfort with travel during the work week (Monday-Thursday).
  • 18+ years of age.
  • Ability to obtain necessary insurance licensing (support provided).

What's On Offer

  • Uncapped earning potential with typical first-year income exceeding $75,000, and top performers earning over $100,000.
  • Comprehensive paid training, including licensing assistance, intensive onboarding, and ongoing AI-powered coaching.
  • Opportunity for residual renewal income, building a growing passive income stream.
  • A consistent Monday-Thursday work schedule, ensuring every weekend is a three-day weekend.
  • Performance bonuses and luxury travel incentives for top achievers.

Apply via Haystack today!

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