In this episode of Owned and Operated, John Wilson sits down with Adam Cherup, a “disaster roofer” who’s built a niche, high-margin business installing shrink-wrap temporary roofs after hurricanes, wind events, hail, and fires. Instead of blue tarps that fail in weeks (and often aren’t covered more than once), Adam installs a manufacturer-rated wrap that can last up to a year (or longer)—buying homeowners, schools, hospitals, and commercial properties time while insurance claims and full roof replacements drag on.

Adam breaks down the economics: 60–80% margins, typical residential jobs around $20K–$30K, and large commercial/school projects in the $150K–$350K+ range (with massive roofs reaching even higher). You’ll hear how he gets work (including a key referral partner who pre-positions before storms), why this niche is best paired with an existing roofing operation, and what makes the job uniquely difficult: travel, logistics, training crews, and negotiating with insurers who hate the sticker price—but can’t ignore the cost of “future loss.”

If you like niche business models with weirdly great unit economics, this one is basically printing money… in a disaster zone.

What You’ll Learn

What shrink-wrap roofing is (and why it beats tarps after storms)
Unit economics & margins: how this can hit 60–80% gross margin
Typical job sizes: $20K–$30K homes, $150K–$350K schools, big commercial upside
How insurance actually reacts (and how Adam gets paid ~99% of the time)
How the work is sold: referrals, pre-storm positioning, and inbound search demand

💼Shoutout to Avoca AI!

Looking to train your call center and improve technician performance? Avoca AI helps teams identify issues, improve call quality, and drive results from start to finish.

🔗 Schedule a demo

💼 Shoutout to Quick Staffers LLC

Need trained HVAC & plumbing CSRs at a fraction of the cost? Quick Staffers LLC specializes in placing top-tier global talent with the best SOPs and scripts.
🔥 Get $1,000 off your first placement HERE

💼 Big Reputation — Stop chasing reviews and watching competitors outrank you. Big Reputation is the AI-powered review + SEO platform built for home service pros. Automate review generation, respond with AI, track local SEO, and integrate with your CRM. Setup is free, and your first month’s on the house.

👉 Book your demo HERE

🔗 Connect

John Wilson

Adam Cherup

Send Us Mail!

More Ways To Connect with O&O

Leave a Review

John Wilson, CEO of Wilson Companies
Jack Carr, CEO of Rapid HVAC

📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.

Principios, de Ray Dalio - Parte 1 - Un Resumen de Libros para Emprendedores

Libros para Emprendedores

Pensar en consecuencias de segundo y tercer orden

The AI-powered Podcast Player