Why this role stands out
This hybrid role offers exceptional earning potential with a guaranteed first-year income of $100,000 and uncapped commission, complemented by comprehensive paid training and a supportive team environment. You'll thrive here if you're motivated, eager to develop valuable sales skills, and appreciate a structured system that ensures your success, allowing for consistent three-day weekends. Seize this opportunity to build a highly rewarding career with a respected company.
Quick overview
Job description
Outside Sales Representative | Glenpool, OK, United States | Hybrid
We're hiring on behalf of a respected leader in the supplemental insurance industry, known for its innovative AI-powered training and commitment to fostering rewarding, high-earning careers. This organization provides a proven system, comprehensive support, and a unique career path for sales professionals, regardless of prior experience. They focus on work-life balance, offering a schedule that ensures weekends are always free.
The Role
- Meet with business owners and families within your territory Monday through Thursday to discuss supplemental insurance needs.
- Educate prospects on how products bridge gaps in traditional health coverage.
- Utilize a proven 10-step sales system, enhanced by AI coaching, to guide prospects from initial contact to closing.
- Collaborate with a supportive team, sharing best practices and celebrating collective successes.
- Travel within your assigned territory throughout the week.
What You'll Need
- A strong work ethic and a desire to control your income.
- Excellent communication and interpersonal skills.
- A coachable mindset, open to learning and following a proven system.
- Comfort and willingness to travel Monday–Thursday within your territory.
- Ability to obtain an insurance license (training and support provided).
- Must be 18 years or older.
What's On Offer
- Uncapped earning potential with typical first-year earnings of $75,000+ and achievable $100,000+ for top performers.
- Generous residual renewal income and performance bonuses, creating a growing income stream.
- A consistent Monday–Thursday work schedule, ensuring three-day weekends every week.
- Comprehensive paid training, licensing assistance, and ongoing AI-powered coaching and back-office support.
- Opportunities for career advancement into leadership roles, with internal promotion emphasis.
- All-expenses-paid luxury travel incentives for top performers.
Apply via Haystack today!
Similar jobs
- HM

Supplemental Sales Agent - Portland, ORRecently posted Auto Apply
Horace Mann - Agent Opportunities · Portland · Hybrid · Posted 13 Nov 2026 🇺🇸
ProspectingSchedulingSalesSalary not listed - 1-

Junk Removal & On-Site SalesRecently posted Auto Apply
1-800-GOT-JUNK? · Virginia Beach · Hybrid · Posted 14 Nov 2026 🇺🇸
WorkdaySales$23 - $30/hr - BB

Plumbing In Home Sales - Entry Level - We trainRecently posted Auto Apply
Bell Brothers · Sacramento · Hybrid · Posted 14 Nov 2026 🇺🇸
Account ManagementSales$60k - $80k/yr - AO
Work From Home Benefits Intake SpecialistRecently posted Auto Apply
Aogarciaagency · Asheville · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home Benefits Intake SpecialistRecently posted Auto Apply
Aogarciaagency · Fort Lauderdale · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Part-Time Benefits Coordination SpecialistRecently posted Auto Apply
Aogarciaagency · Sheridan · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Benefits Outreach SpecialistRecently posted Auto Apply
Aogarciaagency · Greensburg · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Benefits Presentation SpecialistRecently posted Auto Apply
Aogarciaagency · Lawton · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Part-Time Benefits Coordination SpecialistRecently posted Auto Apply
Aogarciaagency · Grand Island · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Benefits Outreach SpecialistRecently posted Auto Apply
Aogarciaagency · Noblesville · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Benefits Presentation SpecialistRecently posted Auto Apply
Aogarciaagency · Caldwell · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed - AO
Work From Home - Part-Time Benefits Coordination SpecialistRecently posted Auto Apply
Aogarciaagency · Avondale · Remote · Posted 14 Nov 2026 🇺🇸
ZoomSalary not listed