He’s Making Over $100K/Year Cash Flow with Small, Affordable Rental Properties

Nathan Nicholson was the top salesperson at his company but had very little to show for it. His retirement fund? It wasn’t doing anything for him today, so he did something most would call “crazy”: he cashed it out. And it was the best move he could’ve made, as it’s helped him buy 23 rental properties and generate well over $100,000 a year in true cash flow!

Nathan’s using an investing strategy that any investor can copy: buy small (and affordable) properties, fix them up, and rent them out. It’s simple, it’s boring, and it’s exactly how he’s making six figures in annual cash flow. But there’s another wrinkle to Nathan’s story: he only lives on his W-2 income, which means 100% of his rental cash flow gets reinvested back into his business.

Now, he’s focused on optimizing his properties for even more cash flow, and in this episode, he shares the four levers he’s pulling to do just that. Whether you’re looking to scale your real estate portfolio or stabilize the properties you already own, Nathan’s slow, patient, conservative approach to real estate investing is a winning formula in 2026!

In This Episode We Cover

Why Nathan won’t retire (yet), despite reaching financial freedom

The repeatable strategy Nathan used to scale to 23 rental properties

Four ways to increase cash flow across your rental portfolio (without more units!)

The “new one-percent rule” to use when analyzing rental properties

When to start paying off your mortgages versus buying more properties

And So Much More!

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