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Full timeSales

Outside Sales Representative (Training Provided)

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

Why this role stands out

This hybrid role offers exceptional earning potential with a $100,000 yearly salary and a clear path for career growth supported by comprehensive training and a proven system. You'll thrive here if you are motivated and seeking a flexible work schedule that guarantees three-day weekends and a supportive team environment. Apply today to build a rewarding, high-earning career with Platinum Supplemental Insurance!

Quick overview

Salary$100k/yr
SeniorityMid Senior
Employment typeFull Time
Work modeHybrid
LocationPlainfield, IL, United States
Outside Sales

Job description

Outside Sales Representative | Plainfield, IL, United States | Hybrid

We're hiring for a leading provider of supplemental insurance solutions, dedicated to helping individuals, families, and businesses secure their financial futures. This established organization is known for its innovative AI-powered training, strong emphasis on professional development, and a culture that champions growth and work-life balance for its sales team.

The Role

  • Engage with business owners and families within your assigned territory to understand their insurance needs.
  • Educate prospective clients on how supplemental insurance products can bridge gaps in traditional health coverage.
  • Utilize a proven 10-step sales process, enhanced by AI coaching, to guide clients from initial contact to closing.
  • Build and maintain relationships with clients, ensuring a high level of service and satisfaction.
  • Collaborate with a supportive team environment, sharing best practices and celebrating successes.

What You'll Need

  • A strong work ethic and a desire to control your income potential.
  • Excellent communication and interpersonal skills to connect with diverse individuals.
  • A self-starter mentality, with a willingness to learn and follow a structured sales system.
  • Comfortability with travel within your territory Monday through Thursday.
  • A proactive approach to professional development and coaching.

What's On Offer

  • Uncapped earning potential with first-year income typically $75,000+ and achievable $100,000+.
  • Residual renewal income, building a growing stream from your book of business.
  • A consistent Monday-Thursday work schedule, ensuring every weekend is free.
  • Comprehensive paid training, licensing assistance, and ongoing AI-powered coaching.

Apply via Haystack today!

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