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Full time
Sales

Outside Sales Rep (No Experience Necessary)

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

Why This Role Stands Out

This hybrid sales role offers an uncapped earning potential with a typical first-year income of $75,000+ and the opportunity to exceed $100,000, coupled with a fantastic work-life balance featuring three-day weekends. You'll thrive here if you're driven and eager to learn, as the company provides comprehensive paid training and a supportive system from day one. Explore this exciting opportunity to build a rewarding sales career with a company that invests in your success.

Quick Overview

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

Job Description

Outside Sales Rep | Chicago, IL, United States | Hybrid We're hiring for a well-established and respected organization in the financial services sector that is dedicated to helping individuals and families secure their financial futures. This employer is known for its innovative training programs, supportive team environment, and commitment to employee growth, making it an ideal place for motivated professionals to build a lasting and lucrative career. They pride themselves on a people-first culture and providing the tools and support necessary for success, regardless of prior experience. The Role • Engage with business owners and families within a designated territory to present supplemental insurance solutions. • Utilize a proven 10-step sales process, enhanced by AI coaching, to guide prospects from initial contact to closing. • Educate potential clients on how the company's products bridge the gaps in traditional health coverage. • Build and maintain client relationships, focusing on providing valuable financial protection. • Collaborate with a supportive team, sharing best practices and celebrating collective successes. • Travel within the assigned territory from Monday to Thursday. What You'll Need • Strong communication and interpersonal skills to connect with diverse clientele. • Self-motivation and a proactive approach to learning and development. • Coachable attitude, eager to follow a proven system and leverage AI-powered training. • Willingness to travel within assigned territories Monday through Thursday. • A desire to control income potential and be rewarded for performance. • Must be 18 years or older. What's On Offer • Potential for significant uncapped income with typical first-year earnings of $75,000+ and strong performance bonuses. • Opportunity for residual renewal income, building a growing income stream over time. • A structured 4-day workweek (Monday-Thursday) ensuring three-day weekends every week. • Comprehensive paid training and licensing assistance to ensure success from day one. • Career advancement opportunities with a focus on internal promotion and leadership development. • Luxury travel incentives, including all-expenses-paid trips for top performers. Apply via Haystack today!

Skills

Outside Sales

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