Quick overview
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!
Similar jobs
- CS

Sales DirectorRecently posted
Commonwealth Senior Living · Norfolk, Virginia · Hybrid 🇺🇸
Lead GenerationBusiness DevelopmentSales$65k - $78k/yr - NT
Sales ManagerRecently posted
Northland Telephone · Utica, New York · Hybrid 🇺🇸
Microsoft ExcelMicrosoft OfficeMicrosoft PowerPoint+9Sales$85k - $110k/yr - PS
Outside Sales RepresentativeRecently posted
Platinum Supplemental Insurance · Muscatine, IA · Hybrid 🇺🇸
Lead GenerationSales$100k/yr - PS
Outside Sales RepresentativeRecently posted
Platinum Supplemental Insurance · Decorah, IA · Hybrid 🇺🇸
Lead GenerationOutside SalesSales$100k/yr - PS
Outside Sales RepresentativeRecently posted
Platinum Supplemental Insurance · Centerville, IA · Hybrid 🇺🇸
Outside SalesSales$75k/yr - AE
Aerie - Sales Leader (Full-Time)Recently posted Auto Apply
AEO · Schaumburg · Hybrid 🇺🇸
SalesSalary not listed - AE
AE - Sales Leader (Full-Time)Recently posted Auto Apply
AEO · Rochester · Hybrid 🇺🇸
SalesSalary not listed - AE
AE - Sales Leader (Full-Time)Recently posted Auto Apply
AEO · Eugene · Hybrid 🇺🇸
SalesSalary not listed - MV

Sales Manager - New YorkRecently posted
Marriott Vacations Worldwide · New York · Hybrid 🇺🇸
Sales$200k - $300k/yr - MV

Sales ManagerRecently posted
Marriott Vacations Worldwide · Princeville, Hawaii · Hybrid 🇺🇸
SalesSalary not listed - MM

Regional Sales Manager - Territory MN/WIRecently posted
Master Meter · Minneapolis, Minnesota · Hybrid 🇺🇸
CRMProspectingSales Forecasting+2Sales$90k/yr - MV

Sales ManagerRecently posted
Marriott Vacations Worldwide · Orlando, Florida · Hybrid 🇺🇸
SalesSalary not listed