What is the worst advice you received that you followed anyway?
Recorded Derek Sivers said elsewhere, not written here
The worst advice was to start a record label when I wanted to be a musician. It was smart advice. It could have made me more money, but it did not inspire me.

Lydia Chen, podcast transcript, Escape 9 to 5, 2 April 2025 source ↗

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Bozoma Saint John Marketing executive; former chief marketing officer of Netflix
But it was really – it came across sinister. And for me, I really did listen to it. I accepted it. I tried to implement that. The reason why I say it’s the worst advice I ever received was that it was damaging to me because she was totally wrong. ... And so, when somebody who is successful tells you to do something, you try to do it, even when it damages you.
Recorded Tim Ferriss, The Tim Ferriss Show podcast, 4 February 2018 source ↗
Tobias Lütke Co-founder and chief executive of Shopify
So I really tried everything, including, you know, just how to build the team in such a way that I delegate everything, and I have my different business lines, and arrange things. This is sort of after the IPO, and I realized I have to be a very “serious” public company CEO. And so it almost killed the company, honestly.
Recorded David Senra, David Senra's podcast, David Senra (published episode transcript), 2026 source ↗
Al Franken Senator and comedian
Some of the worst advice I've been given doesn't sort of sound like terrible advice. And maybe it's the way I've internalized the advice. Always stand up for your principles is probably good advice. The way I've internalized it is burn your bridges. So I think that--you know what I mean?
Recorded Terry Gross, Fresh Air Archive, 30 April 2002 source ↗
Soman Chainani Novelist and screenwriter; author of The School for Good and Evil
This professor was obviously on the jury, and I wanted to stay the faculty’s blessed son, and so I trusted external validation at this point in my life more than my own creative compass. So, like a lemming, I followed his advice. I spent the whole night undoing eight months’ work and recutting the film. And the next day, I presented this hacked up Frankenstein to the faculty, who absolutely demolished it.
Recorded Tim Ferriss, The Tim Ferriss Show podcast, 6 February 2018 source ↗

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