Certified Property Consultant - Glenview IL

Careers at RS Five — Build a Career, Not Just a Job Who We Are

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

— RS Five Core Belief

Both roles come with a complete training system. We don't hire résumés — we hire work ethic, communication, and coachability. Everything else, we teach.

The 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 – $2,000+ / week Income potential + advancement into leadership & consulting

The face of RS Five in the field. You inspect, educate, and close — without ever climbing a ladder.

• Conduct drone roof inspections — modern tech, zero rooftop risk
• Complete ground-level exterior inspections
• Perform interior inspections when damage is present
• Educate homeowners on their restoration options
• Recommend the right solution and guide the insurance-vs-financing decision

Professional Excellent communicator Comfortable in homes Coachable Performance-driven Career-minded Fast Commissions A significant portion earned shortly after the signed agreement — not months later

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.

Most 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.

No 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.

The only ladder at RS Five is the career kind. Here’s the path our best people take.

Level 1 Opportunity Developer

Master the fundamentals in the field. Learn to read properties, start conversations, and book inspections.

Level 2 Certified Consultant

Run drone inspections, advise homeowners, and close projects with fast-paying commissions.

Level 3 Team Leadership

Train and lead your own field team. Your income scales with the people you build up.

Level 4 Market Growth

Help RS Five open and own new markets as we scale — with the upside that comes with it.

Pick your lane and fill out the short form below. No experience necessary — bring the drive, we'll build the skill. A rising tide raises all ships. Get on board.