💸 What’s the Most Expensive Mistake You’ve Ever Made?

John Talman

Good Contractor Co-Host, Sr Content Mgr
Staff member
May 8, 2025
37
49
Let’s be real — everybody has a “that one time” story.

Underbid a job? Trusted the wrong client or person?

What’s the most expensive (or painful) mistake you’ve ever made — and what did you learn from it?

Could’ve cost you time, money, sanity… or all three. We’re here to learn from each other (and maybe laugh a little too, we hope! ;)).

Drop yours 👇
 
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One of the best ones I heard that actually was NOT a mistake but rather preventing a mistake ...

Desmond Tse, better known as "The Siding Guy" who would set aside money for new folks working for him in the first year so that they didn't run into tax problems at the end of that first year. I just thought that was above and beyond and so neat of Desmond to do for those just getting going.
 
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One of the best ones I heard that actually was NOT a mistake but rather preventing a mistake ...

Desmond Tse, better known as "The Siding Guy" who would set aside money for new folks working for him in the first year so that they didn't run into tax problems at the end of that first year. I just thought that was above and beyond and so neat of Desmond to do for those just getting going.
(y)
 
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