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Jerry Colonna: evaluation

8 May 2025 Lenny's Podcast How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)

“What if you could enjoy the puzzle of trying to create something new, trying to create magic, something out of nothing, but it doesn't matter to your sense of self-esteem if you succeed or fail.”

— Jerry Colonna

Source trail

Everything needed to verify it.

Speaker
Jerry Colonna
Attribution
Verified speaker
Claim type
evaluation
Recorded
8 May 2025
Publisher
Lenny's Podcast

Transcript context

…Yep. Yeah, imposter syndrome. Oh, shit. So by being busy and by being on that growth trajectory, that voice maybe sounds a little less persistent, maybe a little less loud. Now, I want to offer a different potential. What if you could enjoy the puzzle of trying to create something new, trying to create magic, something out of nothing, but it doesn't matter to your sense of self-esteem if you succeed or fail. What if what drove you was not quieting that voice, but what drove you was, oh, this is just fun? Seth Godin, who's a dear, dear friend of mine, talks about art projects. Also a former podcast guest.…

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