REAL ESTATE INVESTMENT

I Can’t Decide Which of My Two Friends Made Worse Real Estate Decisions

Whether you buy, or not… then what?

Sheila Tracy
Crow’s Feet
Published in
6 min readApr 22, 2024

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An older man looks sad as he sits in front of a house.
Image created by the author using DaVinci.

I have two friends who made polar opposite real estate moves. One bought a house and the other one didn’t. But in the end, both of their decisions were bad. I just can’t decide which one is worse. Can you?

The story of Mr. X

My friend, Mr. X, bought a house in the burbs of San Diego in 2000. It is on nearly half an acre and has very permissive zoning… commercial, industrial, ADU, multi-family. In other words, he could do a lot with the property if he had the money and the initiative to do so. Unfortunately, he had not much of either.

He paid $135,000 for the house and sold it 21 years later for $726,000. Sounds great right? The house more than quadrupled. On the surface, it looks like he got to walk away with about $600,000 ($726,000-$135,000-realtor commissions-capital gains+mortgage paydown… an oversimplification, I know). Except that when he sold it he still owed $400,000… on the house that he bought for $135,000. Let that sink in for a moment.

What? Why? How? WTF?

Mr. X used his house as a piggy bank. He kept withdrawing the equity to buy fun things. A BMW…

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Sheila Tracy
Crow’s Feet

I ride motorcycles and I drink wine, but not at the same time. I’m not a writer by trade but sometimes I have something to say.