I Regret Paying Off My Mortgage


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Mar 05 2025 6 mins   128 1 0

When Jesse was 25, he wrote down a goal on a notecard: to live in a paid-off house by the time he was 30. He thought that owning his house free and clear would make things feel different, give him a sense of security and freedom. At the end of the day, though, the mortgage really wasn't that big of a deal -- it was just another bill to pay. There was less satisfaction to owning his home outright than he thought there would be, and some regret when he realzied he could have invested the extra mortgage payments somewhere else and made far more return.

You may not have the same outlook on home ownership as Jesse, and that's ok! Jesse encourages you to map out not only the mathematical pros and cons of big financial goals like paying off a mortgage early, but also consider the emotional impact of the decision. Also, leave yourself some space to change your mind in the future, like Jesse did about paying off mortgages early. Personal finance is always a mixture of math and emotions, and where you fall on the spectrum is, well, personal!

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