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Full time
Sales
Outside Sales Representative
Platinum Supplemental InsuranceCarol Stream, 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 | 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!
Skills
Outside Sales
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