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Full time
Sales
Outside Sales Representative
Platinum Supplemental InsuranceDes Plaines, IL🇺🇸United StatesPosted 27 Mar 2026
Quick Overview
Salary
$100k/yr
Work Type
Hybrid
Schedule
Full Time
Level
Mid Senior
Job Description
Outside Sales Representative | Des Plaines, IL, United States | Hybrid
This employer is a highly reputable provider of supplemental insurance solutions, known for its innovative AI-powered training and a supportive, growth-oriented culture. If you're looking for an opportunity to build a lucrative sales career with a strong emphasis on work-life balance, this role offers a unique pathway to success.
The Role
• Meet with business owners and families within your assigned territory to present insurance solutions.
• Utilize a proven, AI-supported 10-step sales process to guide prospects from initial contact to closing.
• Focus on educating clients on how supplemental insurance bridges gaps in traditional health coverage.
• Collaborate with a supportive team environment, sharing best practices and celebrating successes.
• Travel within your territory Monday through Thursday, with a commitment to a strong work ethic.
What You'll Need
• A strong desire to control your income and be rewarded for performance.
• Excellent communication and interpersonal skills for connecting with diverse clients.
• A proactive and coachable mindset, eager to learn and follow a proven system.
• Comfort and willingness to travel for client meetings during the work week.
• Must be 18+ to apply.
• No prior insurance experience is required; comprehensive training will be provided.
What's On Offer
• Significant earning potential with uncapped commission and typical first-year earnings of $75,000+.
• Opportunity to earn residual renewal income, building wealth over time.
• A consistent Monday-Thursday work schedule providing three-day weekends every week.
• Comprehensive paid training, licensing assistance, and AI-powered coaching from day one.
• Potential for career advancement into leadership roles through internal promotion.
Apply via Haystack today!
Skills
Outside Sales
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