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Full time
Sales

Outside Sales Representative

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

Quick Overview

Salary
$75k - $100k/yr
Work Type
Hybrid
Schedule
Full Time
Level
Mid Senior

Job Description

Outside Sales Representative | Bolingbrook, IL, United States | Hybrid This employer is a well-established insurance provider known for its innovative AI-powered training and supportive growth environment. They are seeking driven individuals to build rewarding, high-earning careers, offering a proven system and dedicated back-office support to ensure success from day one. This is an excellent opportunity for self-starters looking for uncapped income potential and a strong work-life balance. The Role • Meet with business owners and families within your territory Monday through Thursday to educate them on supplemental insurance needs. • Utilize a proven 10-step sales process, enhanced by AI coaching, to build rapport and close deals. • Travel within your assigned territory for in-person client meetings. • Collaborate with a supportive team to share best practices and drive collective success. • Identify and engage with prospective clients needing supplemental insurance protection. What You'll Need • Strong communication and interpersonal skills for connecting with diverse clients. • A self-starting attitude with a willingness to learn and follow a structured sales system. • Comfort with overnight travel Monday through Thursday within an assigned territory. • A results-driven mindset focused on controlling and maximizing personal income. • Demonstrable work ethic and commitment to consistent self-improvement. What's On Offer • Uncapped earning potential with significant first-year income ($75,000+ typical, $100,000+ achievable). • Residual renewal income and performance bonuses for ongoing financial growth. • A consistent three-day weekend every week with no evening or Saturday work. • Comprehensive paid training, licensing assistance, and ongoing AI-powered coaching. • Opportunities for career advancement and luxury travel incentives. Apply via Haystack today!

Skills

Outside Sales

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