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What happens when one “great” borrower turns into a multi-million-dollar liability? In this episode, I sit down with Steven Loewer, a veteran private lender and multifamily investor with over $200M in transactions, to unpack his most expensive mistake: getting too deep with a single borrower. What started as a handful of successful fix-and-flip loans quietly snowballed into nearly $5 million of exposure, as timelines slipped, budgets blew up, and life events pulled the borrower off the rails. The deals weren’t bad but the concentration risk was invisible … until it wasn’t. Steven breaks down: How private lenders accidentally build “houses of cards” Why security and collateral aren’t the same as diversification The warning signs he missed and the ones he watches for now If you lend money, invest passively, or think experience alone protects you from mistakes, this episode is your reminder that fundamentals always matter. Follow him on Instagram: @StevenLoewer Visit his site for the Private Mortgage Master Academy: stevenloewer.com Let's go! / @f_ckupfridays Subscribe for more stories of failure, growth, and redemption.