Tuscola, IL • (36.1 miles) • Full Time • 10/2/2026

Sales Representative Helping Educators Make an Impact Beyond the ClassroomOutside Sales RepresentativeImpact Insurance Agency | Full-Time | Independent Contractor | Local TerritoryA New Chapter for Professionals Who Guide OthersAfter years in the classroom, on the field, or in coaching, many educators and coaches realize they want to continue making a meaningful impact but in a role that offers more balance, autonomy, and long-term growth.At Impact Insurance Agency, we work with local businesses to provide supplemental insurance solutions that help employees and their families feel secure when life throws the unexpected. For professionals coming from education, coaching, or mentorship roles, this work leverages the skills you already have: teaching, guiding, listening, and helping people m

Urbana, IL • (31.1 miles) • Full Time • 9/27/2026

Join Our Team at True North Group!Position: Field Sales RepresentativeNumber of Openings: 1 Territory Role AvailableWho We AreAt True North Group, we believe that when people are protected, they perform betterand that starts with you. We're a team of driven professionals helping small and mid-sized businesses offer top-tier supplemental insurance to their employees. Our mission is simple: protect families, empower communities, and build careers with real purpose.This role is for someone ready to get out from behind the desk and into the fieldmeeting face-to-face with business owners, presenting to employee groups, and building long-term relationships based on trust and service.Expect to:Meet with small business owners and decision-makersPresent benefit packages to groups of employeesGuide

Tuscola, IL • (36.1 miles) • Full Time • 9/24/2026

Entry-Level Outside Sales Representative Teachers, Coaches & Educators WelcomeCompany: Impact Insurance AgencyPay: $65,000–$85,000 average first-year income | Commission + Optional 6-Week Base DrawSchedule: Full-Time | Independent ContractorIndustry: Supplemental Insurance | B2B Outside SalesLocation: Local Territory | In-PersonA Career Path for People Who Naturally Support OthersMany educators and coaches reach a moment where they want to keep helping people grow just in a new environment that offers flexibility, professional development, and long-term earning potential.At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that support employees and their families during life's unexpected moments. Teachers, mentors, and trainers often fin

Clinton, IN • (25.1 miles) • Full Time • 10/8/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KS, KY, MI, MO, OH, SC, TX, and TN. We're looking for driven, self-motivated people who want their paycheck to reflect their effort. No ceiling on your income, and no experience required. We'll train the right people.Position: Sales Specialist- Roofing/Siding/Gutters This is a commission-only roofing sales position with real earning power. Meet with homeowners, inspect roofs, explain options, and close sales. With average commissions of $1,000–$3,000 per sale, a few deals a month adds up fast.What Our Reps Earn • Roofing Sales Trainees: $75,000–$125,000 in their first year • Experienced Average Reps: $100,000–$150,000 • Strong Performers: $150,000–$250,000 • Top Reps: $250,000–$350,000+Why J

Urbana, IL • (31.1 miles) • Full Time • 9/16/2026

Join Our Team at True North Group!Position: Outside Sales Representative and TrainerNumber of Openings: 1 Territory Leadership Position AvailableAbout UsAt True North Group, we do more than offer supplemental insurancewe empower people. We partner with small and mid-sized businesses to provide benefit solutions that protect what matters most: their employees and families. But just as importantly, we invest in our own team. If you have a passion for helping others succeed, leading by example, and building strong client relationships, we want you on our side as anOutside Sales Representative and Trainer.The RoleAs an Outside Sales Representative and Trainer, you'll be a cornerstone of our team in your local territory. You'll be out in the field each weekselling to business owners, presenting

Clinton, IN • (25.1 miles) • Full Time • 10/3/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KA, KY, MI, MO, OH, SC, TX, and TN.Position: Sales Representative Roof Specialist - Conduct Inspections and meetings with homeowners with company supplied leads as needed and Canvass neighborhoods that are either older or recently storm damaged to identify homes with storm-damaged or just old roofs that may have problems and need to be replaced. Speak with homeowners, educate them about their issues, conduct FREE inspections, sell roofing and complete paperwork.Qualifications • Previous roofing or home improvement sales experience; qualified trainees may be considered • Comfortable canvassing neighborhoods to identify homes with roofing issues • Able to climb ladders and conduct roof inspect

Terre Haute, IN • (38 miles) • Full Time • 10/9/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KS, KY, MI, MO, OH, SC, TX, and TN. We're looking for driven, self-motivated people who want their paycheck to reflect their effort. No ceiling on your income, and no experience required. We'll train the right people.Position: Roofing Inspector/Sales Rep This is a commission-only roofing sales position with real earning power. Meet with homeowners, inspect roofs, explain options, and close sales. With average commissions of $1,000–$3,000 per sale, a few deals a month adds up fast.What Our Reps Earn • Roofing Sales Trainees: $75,000–$125,000 in their first year • Experienced Average Reps: $100,000–$150,000 • Strong Performers: $150,000–$250,000 • Top Reps: $250,000–$350,000+Why Join Us • Unca

Terre Haute, IN • (38 miles) • Full Time • 10/8/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KS, KY, MI, MO, OH, SC, TX, and TN. We're looking for driven, self-motivated people who want their paycheck to reflect their effort. No ceiling on your income, and no experience required. We'll train the right people.Position: Roofing Sales Advisor This is a commission-only roofing sales position with real earning power. Meet with homeowners, inspect roofs, explain options, and close sales. With average commissions of $1,000–$3,000 per sale, a few deals a month adds up fast.What Our Reps Earn • Roofing Sales Trainees: $75,000–$125,000 in their first year • Experienced Average Reps: $100,000–$150,000 • Strong Performers: $150,000–$250,000 • Top Reps: $250,000–$350,000+Why Join Us • Uncapped,

Terre Haute, IN • (38 miles) • Full Time • 10/8/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KS, KY, MI, MO, OH, SC, TX, and TN. We're looking for driven, self-motivated people who want their paycheck to reflect their effort. No ceiling on your income, and no experience required. We'll train the right people.Position: Sales Representative Roofing This is a commission-only roofing sales position with real earning power. Meet with homeowners, inspect roofs, explain options, and close sales. With average commissions of $1,000–$3,000 per sale, a few deals a month adds up fast.What Our Reps Earn • Roofing Sales Trainees: $75,000–$125,000 in their first year • Experienced Average Reps: $100,000–$150,000 • Strong Performers: $150,000–$250,000 • Top Reps: $250,000–$350,000+Why Join Us • Unc

Terre Haute, IN • (38 miles) • Full Time • 10/7/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KS, KY, MI, MO, OH, SC, TX, and TN. We're looking for driven, self-motivated people who want their paycheck to reflect their effort. No ceiling on your income, and no experience required. We'll train the right people.Position: Roofing Sales Representative This is a commission-only roofing sales position with real earning power. Meet with homeowners, inspect roofs, explain options, and close sales. With average commissions of $1,000–$3,000 per sale, a few deals a month adds up fast.What Our Reps Earn • Roofing Sales Trainees: $75,000–$125,000 in their first year • Experienced Average Reps: $100,000–$150,000 • Strong Performers: $150,000–$250,000 • Top Reps: $250,000–$350,000+Why Join Us • Unc

Terre Haute, IN • (38 miles) • Full Time • 10/6/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KA, KY, MI, MO, OH, SC, TX, and TN.Position: Sales Specialist Roofing - Conduct Inspections and meetings with homeowners with company supplied leads as needed and Canvass neighborhoods that are either older or recently storm damaged to identify homes with storm-damaged or just old roofs that may have problems and need to be replaced. Speak with homeowners, educate them about their issues, conduct FREE inspections, sell roofing and complete paperwork.Qualifications • Previous roofing or home improvement sales experience; qualified trainees may be considered • Comfortable canvassing neighborhoods to identify homes with roofing issues • Able to climb ladders and conduct roof inspections • Must

Terre Haute, IN • (38 miles) • Full Time • 10/2/2026

Company: Fast-Growing Multi-Regional Roofing Company specializing in residential roofing in IL, IN, KA, KY, MI, MO, OH, SC, TX, and TN.Position: Sales Professional- Sell Roofing-Conduct Inspections and meetings with homeowners with company supplied leads as needed and Canvass neighborhoods that are either older or recently storm damaged to identify homes with storm-damaged or just old roofs that may have problems and need to be replaced. Speak with homeowners, educate them about their issues, conduct FREE inspections, sell roofing and complete paperwork.Qualifications ? Previous roofing or home improvement sales experience; qualified trainees may be considered ? Comfortable canvassing neighborhoods to identify homes with roofing issues ? Able to climb ladders and conduct roof inspections ?