08/26/2026
Here's one of the biggest problems I see in retirement: a lot of financial advisors are great with portfolios but have no idea how to help someone who owns multiple rental properties.
So retirees get oversimplified advice — "just hold everything" or "sell it all and invest the proceeds." But real estate is more nuanced than that. It creates cash flow, tax consequences, depreciation strategies, liquidity issues, and concentration risk. If your advisor doesn't understand how it fits into retirement, you can end up overpaying on taxes or holding inefficient properties.
Take $2M in rentals netting $70K a year — that's roughly a 3% return with active management and risk still attached. Real estate investors don't just need portfolio advice. They need strategies built around the assets they actually own.