Outside Sales Representative; Entry Level

Outside Sales Representative 1 (Setter) – Gurnee, IL & Surrounding Communities 1099 Independent Contractor | Paid Training | Uncapped Earnings | August 2026 Start

Be Part of Something New. Build a Career. Grow into Leadership.

Is expanding into the Gurnee, Illinois market, and we're looking for motivated individuals to help launch our newest territory. This is a unique opportunity to join a growing company at the ground level and play a key role in building our presence throughout Gurnee and the surrounding communities.

Join the founding sales team helping launch R3 Roofing & Exteriors' newest market in Northern Illinois.

As an Outside Sales Representative 1 (Setter), your primary responsibility is simple: connect with homeowners and offer complimentary property inspections.

You are not responsible for performing inspections or closing sales.

Once a homeowner expresses interest, you will schedule an appointment and hand the opportunity off to an Outside Sales Representative 2 (Closer), who conducts the inspection, meets with the homeowner, and manages the sales process.

This allows you to focus on what you do best—meeting people, building relationships, and creating opportunities.

We're not looking for people who simply want a job. We're looking for people who want an opportunity to grow, earn, and develop leadership skills within a company that promotes from within.

• $40 for every qualified lead generated
• Additional $160 for every closed deal
• $600 per week training pay during your first 6 weeks
• Uncapped commission opportunities during training and beyond

This position is offered as a 1099 independent contractor opportunity, providing greater flexibility and unlimited earning potential. As an independent contractor, you have the freedom to manage your schedule, maximize your income through performance, and take advantage of potential business‑related tax deductions available to self‑employed professionals. Many of our top performers appreciate the flexibility, autonomy, and earning opportunities that come with a 1099 structure.

• Consistent performers earn $8,000–$12,000+ per month

• Fast‑track advancement into Outside Sales Representative 2 (Closer) positions
• Leadership opportunities as the Illinois market continues to grow
• Internal promotion focused—we develop our leaders from within

• Positive, energetic team culture
• Ongoing coaching and mentorship
• Opportunity to help build a brand‑new market

• Engage with homeowners in residential neighborhoods
• Offer complimentary property inspections
• Schedule appointments for our inspection team
• Build rapport and trust with homeowners
• Maintain strong communication with your assigned Closer
• Deliver an exceptional customer experience
• Generate referrals through professionalism and service
• Bring energy, positivity, and consistency every day

• Self‑motivated and goal‑oriented individuals
• Strong communication and people skills
• Coachable attitude and willingness to learn
• Comfortable working outdoors and knocking doors five days per week
• Reliable transportation and valid driver's license
• Ability to pass a background check
• Sales experience is helpful but not required

This position is expected to begin in August 2026 as we launch operations in the Gurnee market.

R3 Roofing & Exteriors is a family‑owned company built on the values of Loyalty, Accountability, and Community. We specialize in roofing, exterior restoration, and storm‑related services while creating exceptional career opportunities for our team members.

If you're competitive, driven, and ready to be part of something exciting from the very beginning, we want to hear from you.

All offers are contingent upon passing a background check.