Property Opportunity Developer
Listed on 2026-09-12
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Sales
Careers at RS Five — Build a Career, Not Just a Job An Elite Team With a Simple Belief
RS Five specializes in roofing, siding, gutters, windows, and complete exterior restoration for residential and commercial property owners across Greater Chicago. Our mission is to guide property owners through what's often a stressful restoration process — whether the project runs through insurance or out of pocket.
Our customers consistently rate us among the best in the industry. But here's the part that matters if you're reading this page: we believe in building each other up internally just as hard as we build for our customers. When one person on this team wins, everyone rises with them.
A+ Rated BBB Accredited GAF Master Elite Certified Contractor 25+ Years Combined Experience
"A rising tide raises all ships."
— RS Five Core Belief
Open Positions One Way In. Unlimited Upside.This role comes with a complete training system. We don't hire résumés — we hire work ethic, communication, and coachability. Everything else, we teach.
Position 01 — Field / Entry Level Property Opportunity DeveloperThe front line of RS Five. You find the properties that need us before anyone else does.
- Walk assigned neighborhoods strategically — every street is a territory, not a route
- Spot homes with exterior damage or aging systems others walk right past
- Talk with homeowners professionally and confidently
- Educate them on the value of a complimentary property inspection
- Book appointments for our Certified Property Consultants — and get paid to do it
Energetic A people person Self-motivated Coachable Goal-oriented On your feet all day, no problem $1,000 – $3,500+ / week Income potential + advancement into leadership & consulting
The RS Five Difference
Why Top Performers Choose Us01 / Safety
No Ladders. No Roofs.Our consultants never climb a ladder or walk a roof. We use drone technology and modern inspection methods that keep you safe while holding professional inspection standards. Elite results without the risk.
02 / Income
Get Paid FastMost restoration companies make salespeople wait months for insurance claims to close before commissions hit. Ours are structured so a significant portion is earned shortly after the signed agreement. Faster income. Real financial stability.
03 / Growth
Trained From Day OneNo roofing experience? No sales background? Doesn't matter. Our complete training system teaches you everything you need to win — and top performers advance into leadership and consulting roles.
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