I Regret Paying Off My Mortgage

7 snips

Mar 6, 2025

At 25, the host aspired to own a paid-off home by 30, believing it would offer security and freedom. However, achieving this goal led to unexpected regrets, as he realized the mortgage was just another bill. He discusses the surprising lack of satisfaction from being mortgage-free and suggests that investing those payments could have yielded better returns. The conversation emphasizes the emotional versus mathematical aspects of financial decisions, highlighting the importance of reflecting on both before committing to big goals.

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ANECDOTE

First House Payoff

Jesse Mecham paid off his first house by age 30, partially due to website flipping.
The experience wasn't as fulfilling as expected, despite reinvesting the money.

ANECDOTE

Second House Payoff

Jesse paid off a second house quickly, hoping for a greater sense of security and freedom.
Again, the feeling wasn't significantly different, likening the mortgage to any other bill.

ADVICE

Balancing Math and Emotion

Don't solely focus on the emotional or mathematical aspects of paying off a mortgage.
Consider both and acknowledge that perspectives can change over time.

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