#104:
Welcome back to the Lenders Playbook Podcast. This is episode 104, and I’m your host, Matt Rosen.Today we sit down with Roy Landers. An attorney and former judge... and I’ve got to say — this was one of the most eye-opening and fun conversations I’ve had in a while.Roy buys profitable small businesses from retiring owners and scales them with investors. It’s an incredible model for entrepreneurs who want to own a business without starting from scratch.Many of these acquisitions also include real estate, creating opportunities for loans backed by strong collateral, cash flow for investors, and sometimes even equity participation when the deal makes sense.We talk about mergers and acquisitions... buying boring, service-based businesses, scaling them, buying more, and eventually exiting.This is truly a fascinating niche, and I know you’re going to love this one.
First a Quick shoutout to one of the lenders we work with — Deephaven Mortgage.If you're a real estate investor who’s ever been told ‘you don’t qualify’ by a traditional bank, this is exactly why Deephaven exists. They specialize in Non-QM loans, which basically means they look at deals differently — using common sense and flexible underwriting instead of rigid government guidelines.They work with over 1,000 mortgage brokers nationwide and fund loans for investors, landlords, and entrepreneurs who don’t always fit the traditional box.Deephaven is headquartered in Charlotte and backed by Pretium, a major investment manager in real estate and mortgage finance.If you're looking for financing on your next deal, reach out to me and I’ll see if Deephaven could be a fit. 

Oct. 9-10, 2026
American Lending Conference
National Private Lending Conference
https://www.americanlendingconference.com/