Cash Flow 101: Why Profitable Businesses Still Go Broke (and How to Fix It)

John Wilson, CEO of Wilson ($40M revenue, ~200 employees), breaks down a hard truth: profit doesn’t keep businesses alive—cash does.In this episode, he explains how companies can look profitable on paper while quietly running out of money. From accounts receivable and payable to debt that never shows up in net income, John reveals why EBITDA and profit are often misleading—and what actually matters.Drawing on his experience bootstrapping Wilson and real-world examples (including a business with $12M in EBITDA but negative cash flow), he shows how everyday “micro decisions”—inventory purchases, payment timing, marketing spend, pricing, and vendor terms—compound into make-or-break cash outcomes.He also covers: Why businesses really go bankrupt  How CEOs should think about capital allocation  Updated benchmarks for true profitability  Practical ways to take control of your cash If you’re growing fast but feel tight on money, this episode will change how you think about your numbers—and your decisions.More Solo Content - @JohnWilsonStudioSend Us Mail!More Ways To Connect with O&OJohn's YouTube ChannelWeekly Newsletter Owned and Operated Leave a ReviewJohn Wilson, CEO of Wilson CompaniesJack 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.