Podcast #107 with Carisa Bertrand: Does Your Rental Deal Actually Pencil? (We Run The Real Numbers)


Real estate investing looks simple until you model it like an investment. Many buyers anchor on recent home price appreciation and assume housing “always goes up,” but that recency bias can hide weak fundamentals. A better approach is to treat a rental property like any other asset: you pay a price today to receive future cash flows, and you should compare those cash flows to alternatives like Treasury yields, CDs, or diversified investments. When you do that, the key question becomes: does the deal pencil based on rent, costs, financing, and realistic assumptions, not hope.

Start with the purchase price, down payment, loan term, and interest rate, then get painfully specific about cash to close and monthly debt service. Next, build your potential gross income from market rent, but remember it is “potential” only if the unit is occupied and the tenant pays on time. From there, operating expenses decide whether your rental property produces true cash flow. Vacancy and collection loss is not optional, even great properties sit empty between tenants. Property management is also not optional if you want an investment instead of a second job. If the numbers only work when you self-manage, the return is overstated and the risk is understated.

Capex and maintenance reserves are where many pro formas get misleading. Roofs, HVAC, water heaters, flooring, paint, appliances, and the endless small repairs do not arrive on schedule, but they arrive. Budgeting a reserve forces the model to reflect reality: renters are typically harder on properties than owners, and turnovers create lumpy expenses. Add property taxes, insurance growth, HOA dues when applicable, and transaction costs on sale. Once you subtract operating costs from income, you get net operating income, which is the foundation for cap rate and valuation.

Finally, use a discount rate to account for opportunity cost and risk. If a risk-free benchmark like the 10-year Treasury pays a meaningful yield, a rental should offer a premium, especially given illiquidity and hassle. Modeling net present value over a 10-year holding period can reveal when a “hot” market is actually a negative-return setup even with optimistic rent growth. It also clarifies the difference between a base-case investment and a tail hedge: leverage can help in rare inflationary extremes, but relying on that outcome is speculation. The practical takeaway is simple: run the numbers, stress test assumptions, demand a real margin of safety, and weigh return on hassle before you buy.