In this episode, John Wilson sits down with Brandon Schlicter—better known as Investment Joy—to unpack how a viral laundromat video turned into a portfolio of laundromats, car washes, rentals, and now a fast-scaling commercial roofing company. Brandon shares the mindset shift from small plays to bigger bets, why he assumes success (and plans for failure), and how social media distribution can attract capital, deal flow, and talent.
You’ll hear the real numbers on union commercial roofing (margins, ticket sizes, pay cycles), how to decide between lots of small jobs vs. fewer big ones, and why “every business either sells or shuts down.” We also dig into storm-driven market entry, travel crews, and what it actually takes to scale estimation capacity and cash flow when receivables hit seven figures.
💡 What You’ll Learn
- Media → Deal Flow: How one laundromat video sparked investor interest, partnerships, and bigger acquisitions
- Think Bigger (On Purpose): Moving from $25k houses to $20M+/yr roofing—building the steps between vision and execution
- Union Commercial Roofing 101: Typical gross margins, role of prevailing wage, crew structure, and why residential often doesn’t pencil
🎧 Featured Guest
🧠 Brandon Schlicter — Investment Joy
🎙️ Hosted by John Wilson — x.com/@WilsonCompanies
🚀 Huge Shoutout to SupplyHouse!
When it comes to fast turnaround times, SupplyHouse has our back! With 250,000+ SKUs covering plumbing, HVAC, and electrical, they make sure we get the right materials—fast and hassle-free.
💡Their Trademaster program offers free shipping, returns, and discounts, all with no membership fee. Use promo code SH5 for five percent off your first order— Code is valid through 9/30/2025.
🔗 Check them out & level up your supply game here
💼 Extra Special Thanks to Service Scalers!
We’ve been partnering with Service Scalers to maximize our Local Service Ads (LSAs) and optimize our Google My Business profiles, and the results have been incredible. With hundreds of thousands in sales and 900+ calls in a single week, GMBs are now our top-performing organic lead channel.
Want to learn how Service Scalers can do the same for you?
More Ways To Connect with O&O
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.
Popular Podcasts
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.