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second-time founder

also referred to as: second time founder · second time founders · second-time founders

4 statements across 3 episodes · 1 bullish · 0 bearish · 3 people on the record · first statement Jun 15, 2023 by Jafar Owainati · across every show →

Everything said about second-time founder, oldest first

Jun 15, 2023
Insight
Owainati: Funded second-time founders should buy speed instead of mimicking scrappiness
“You shouldn't undermine the benefits of being a second-time founder and the benefits of having money in the bank so that you can put money to work in some ways may not be as efficient, but are going to help you get to market faster or build a better product or…”
Jafar Owainati Jun 15, 2023 ▶ 34:54 Jafar Owainati, Founder of Loopio ($200M+ Raised) | How to Start your Second Startup · PMF Show
Oct 6, 2025
Insight
Sherman: Second-time founders overrate early ideas due to prior knowledge
“And as like second time founders, you know more. And so you sort of believe that these ideas are better.”
Alex Sherman Oct 6, 2025 ▶ 26:49 He tried to return $200K to investors 30 days in—then exited to Microsoft 5 years later. | Alex S... · PMF Show
Oct 6, 2025
Insight
Sherman: Second-time founders must be discerning because venture capital is not
“I think that is another trap is that as second time founders, there is no shortage of capital that is chasing you. And if you're not discerning, the capital won't be.”
Alex Sherman Oct 6, 2025 ▶ 31:31 He tried to return $200K to investors 30 days in—then exited to Microsoft 5 years later. | Alex S... · PMF Show
Oct 9, 2025 positive
Insight
Zach Lloyd: Second-time founders with moderate prior traction are VC sweet spots
“And like, I think that probably a second time founder is kind of the sweet spot. Like if I were a VC, I would often be looking for like second time founder where the first thing they'd gotten some traction, it wasn't like a total dud, but it wasn't like a runa…”
Zach Lloyd Oct 9, 2025 ▶ 33:38 He quit Google & his 1st startup failed—but his 2nd grows at $1M ARR every 10 days. | Zach Llyod,... · PMF Show
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