second-time founder

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

6 statements across 6 episodes · 1 bullish · 1 bearish · 4 people on the record · first statement Aug 15, 2019 by Girish Shivani · across every show →

Everything said about second-time founder, oldest first

Aug 15, 2019 positive
Insight
Shivani: Second-time founders are always better because they learned from past mistakes
“Second time is always better because they have either become very successful, or they have learnt at somebody else's cost.”
Girish Shivani Aug 15, 2019 ▶ 21:39 100xEntrepreneur | Episode 6 | Girish Shivani, Co-founder and Partner at Yournest Venture Fund
May 23, 2023
Insight
Ahluwalia: Second-Time Founders Face More Self-Doubt Over Reputation
“Second time founders are in more self doubt than first time founders, because as first time founders, you have nothing to lose except your time. And the opportunity cost. In second time founders, they are overthinking on their reputation. So if they fail secon…”
Siddhartha Ahluwalia May 23, 2023 ▶ 8:22 Podcasting to Investing: Breakdown of Our Journey | 100x Entrepreneur
Jul 20, 2024
Insight
Garg: Second-time founders win seed rounds, first-time founders win Series A/B
“So the second time founders, you've already seen them do something so they can raise, as we've seen, second time founders raise huge seed rounds. First time founders, if they do well, raise better series A and B.”
Nishit Garg Jul 20, 2024 ▶ 55:38 Flipkart’s Success Secrets, VC Power Law, And IPO Market : RTP Global Partner, Nishit Garg
Aug 31, 2024 neutral
Disclosure
Ahluwalia: Second-time founders fail at the same rate as first-time founders
“In our portfolio we see equal number of second-time founder companies not working out, and these are like super second-time founders built fifty million ARR companies. Right. Right. Their company's not working out as equal to first.”
Siddhartha Ahluwalia Aug 31, 2024 ▶ 39:09 Indian SaaS, AI Wave, IPO & Best Country For Co. Registration | 2024 Insights With SaaS Founder
Dec 13, 2024 negative
Insight
Second-time founders often fail by raising too much money before product-market fit
“Lots of second time openers that were able to raise lots of money very quickly came down with a top down thesis on, on a market. Right. And Never really got to product market fit because the team that they were able to build because the capital they could rais…”
Boris Wertz Dec 13, 2024 ▶ 17:19 Why Top Global VCs Are Eyeing India | Boris Wertz | Version One Ventures | The Neon Show
Sep 13, 2025
Insight
Pedineni: Second-time founders are much pickier about problems and teams
“In case of second time founders, they are more conscious with choosing problems. They're more conscious with building teams. Right. And very picky about both of these things. Whereas first time founders are very, very eager to build the product and give it to …”
Siddhartha Ahluwalia Sep 13, 2025 ▶ 31:44 4 Startups. 2 Founders and 3 Eras Of SaaS: Installable → Cloud → AI | Sreedhar & Kiran
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