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Jason Cohen: evaluation

25 Jan 2026 Lenny's Podcast 5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)

“" So I guess I would just say briefly, probability is not going to work for these decisions. So that doesn't say what is right, but it's not that, which is nice, because you could put those tools down.”

— Jason Cohen

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Speaker
Jason Cohen
Attribution
Verified speaker
Claim type
evaluation
Recorded
25 Jan 2026
Publisher
Lenny's Podcast

Transcript context

…I think an important element of this is also the product you're currently working on, maybe it's okay for it just to not grow. This is a good opportunity to do something else, have this thing maybe running on the side, maybe sunset it at some point, but it's a good opportunity to be like, "Okay, wait, what else is out there?" We had a recent podcast conversation with Matt MacInnis, CPO at Rippling, and there's some really good advice he shared on just when to quit, when to quit your startup, just like, "If it's like four or five years in and it's just not clicking, maybe it's time to move on." And even though people do succeed years in, most likely it's not going to be you. I have a book almost out now that's on pre-order about topics like what we've been talking. The next book I want to write is on this topic of how do I make these decisions of uncertainty? Like, "Maybe it is time to quit. Maybe I should move to a different city. Maybe I should marry this person. Maybe I should launch this company. Maybe I should use this strategy where you want to use probability and expected value. It's unlikely that ... " But the truth is we don't know what the probability is. We don't know what the probability curves look like. We actually can't use expected value. And anyway, even if you could have expected value, I am a human being. This is my life and I either sell the company or I don't. And so all this stuff about probability, and like, " That doesn't apply to me. I need other ways of sorting this out. " So I guess I would just say briefly, probability is not going to work for these decisions. So that doesn't say what is right, but it's not that, which is nice, because you could put those tools down. "I'll do some market research to see if I should sell my company." Nope. That's not where the answers are. More questions than answers on that one.…

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