Why this role stands out
This hybrid role offers exceptional growth potential with a proven system and paid training, allowing you to earn uncapped income with typical first-year earnings of $75,000+. You'll thrive here if you are driven and eager to build a rewarding sales career, enjoying your weekends off every week. Apply today to explore this fantastic opportunity!
Quick overview
Job description
Outside Sales Rep | Plainfield, IL, United States | Hybrid
We're hiring for a reputable insurance provider known for its innovative AI-powered training and strong focus on team member success. This organization offers a unique opportunity for individuals seeking a rewarding career with significant earning potential and a commitment to work-life balance. They provide comprehensive support and training, making it an ideal environment for those looking to build a successful sales career without prior experience.
The Role
- Meet with business owners and families within your territory to discuss supplemental insurance needs.
- Utilize a proven 10-step sales process, enhanced by AI coaching, to guide prospects from initial contact to closing.
- Educate potential clients on how supplemental insurance products can bridge gaps in traditional health coverage.
- Collaborate with a supportive team to share best practices and drive collective success.
- Focus on building relationships and closing deals, with back-office support handling marketing and lead generation.
What You'll Need
- Must be 18 years or older.
- Strong communication and interpersonal skills.
- Self-starter mentality with a willingness to learn and follow a structured system.
- Comfortable with travel within an assigned territory Monday-Thursday.
- Eagerness to take on a commission-based sales role and control your income.
- Coachable attitude, ready to leverage AI-powered training and mentorship.
What's On Offer
- Uncapped commission structure with strong first-year income potential ($75,000+ typical, $100,000+ achievable).
- Opportunity for residual renewal income, building a growing income stream over time.
- A consistent Monday-Thursday work schedule, ensuring a three-day weekend every week.
- Comprehensive paid training and licensing assistance, with pay starting from day one in the field.
- Performance bonuses and luxury travel incentives for top performers.
- Opportunities for career advancement and promotion from within.
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