startup founder

also referred to as: startup founders

14 statements across 13 episodes · 5 bullish · 6 bearish · 12 people on the record · first statement Oct 9, 2020 by James Mays · across every show →

Everything said about startup founder, oldest first

Oct 9, 2020 positive
Insight
Mayes: Startup founders benefit from realizing early how little they know
“It set me on a journey by demonstrating just exactly how little I knew, which is probably a good thing for most startup founders to get, get a grip on fairly early on in the journey.”
James Mays Oct 9, 2020 ▶ 2:45 The $300 Membership Model That Replaced 5 Conferences
Jul 13, 2021 positive
Insight
Salinas: A working spouse reduces founder pressure during unprofitable startup years
“When your wife is working and making money, you have less pressure on yourself to be, you know, profitable and make money. And in a way, Okay. Maybe you have less time for your project, but you are more relaxed because if you're not making money with your star…”
Julien Salinas Jul 13, 2021 ▶ 9:52 Why Your Kids Force You to Make Better Decisions
Jul 20, 2021 positive
Insight
Stephen Keery equates founder secondary liquidity to securing an insurance policy.
“Taking a secondary sort of like an insurance policy. Like you don't want to cash out your insurance policy. You pay it because you should have it. You don't want to use it. And for me, selling some of those shares just meant that if things went bad, at least I…”
Stephen Keery Jul 20, 2021 ▶ 7:52 Why Property Investors Never Pay Tax — And Now I Don't Either
Nov 29, 2022
Insight
Winter: Never outsource an operational function before making it predictable internally
“The problem that I see with many startup founders is that they want to outsource everything that they can before they make it predictable. And it will just not work out. Like if you find an agency that like will do certain things For you, they will not probabl…”
Tom Winter Nov 29, 2022 ▶ 37:27 He Called It a Leap of Faith Metric and It Closed Deals Faster
Dec 23, 2022 bearish
Opinion
Founders Need Over $250k Yearly Income to Survive in Dubai
“Like, if you're not, if you're making less than a quarter million dollars a year, personally, like, I don't see how you could survive there. And I, a lot of startup founders I know are not bringing home a quarter million a year.”
Sean Weisbrot Dec 23, 2022 ▶ 11:39 Why a Weekly Email Changed What Founders Thought Mattered
Dec 19, 2023 negative
Insight
Staus: Many Startup Founders Lack Any Prior Leadership Experience
“A lot of people become founders and they really, they've never really led anything. They have been managers. They may have even been people managers, but they've never actually been entrepreneurial or intrapreneurial inside of a large company.”
Mark Staus Dec 19, 2023 ▶ 3:34 Founders Only Capture 5% of the Value They Actually Create
Jul 16, 2024 negative
Opinion
Weisbrot: Startup founders are the most difficult clients to work with
“I would say by far the most difficult client to work with is that of a startup founder.”
Sean Weisbrot Jul 16, 2024 ▶ 1:34 She Hit $1M and Tried to Maintain It. Her Soul Would Not Allow It.
Feb 11, 2025 positive
Insight
Sullivan: Bootstrapping longer builds stronger, more investable companies
“The longer you can go bootstrapping, you know, the, you build, the more you build that you own. And so a lot of times bootstrapping can be a secret weapon and can have incredible advantages. And I think build stronger, more investable companies in the longterm…”
Breen Sullivan Feb 11, 2025 ▶ 6:29 98% of Founders Miss the Lever That Gets Them First Checks
Feb 11, 2025 negative
Opinion
Sullivan: Investors only bet on the founder for 2% of entrepreneurs
“If you are not part of that, you know, kind of two percent of entrepreneurs that fall into that lucky bucket, then, you know, people are not likely to bet on the jockey. They're gonna have to see the horse. And that's, you know, that a lot of times that's call…”
Breen Sullivan Feb 11, 2025 ▶ 4:46 98% of Founders Miss the Lever That Gets Them First Checks
Mar 25, 2025 positive
Insight
Mehta evaluates founders by taking them to escape rooms and meditation
“Just take them outside their comfort zone, take them to an escape room, take them to, I don't know, a meditation, something that they're not really used to and just see how they are as a human being.”
Sahil Mehta Mar 25, 2025 ▶ 9:08 He Took Founders Trekking Before Writing a Single Check
Sep 16, 2025 negative
Insight
Kelly: Many Early Investors Expect Founders to Maintain a Ramen Budget
“When you were bringing on some early investors, many of them want you to continue to be eating on a ramen budget, you know, until they get paid.”
Scott Kelly Sep 16, 2025 ▶ 9:09 Start With the End in Mind Before You Take a Single Dollar
Feb 24, 2026
Opinion
Colbertson: Most startup founders accidentally violate securities laws during fundraising
“Probably a lot. It's a very, when it comes to securities and capital raising or raising capital in relation to securities, it's a very easy rule to violate.”
Wendy Colbertson Feb 24, 2026 ▶ 0:07 Most Founders File Nothing Until After the First Check Arrives
Apr 10, 2026
Insight
May: Founders de-risk talent recruiting by letting prospects observe gradual progress
“A lot of people think it's risky and the best way to de-risk it is for them to see your progress.”
Rob May Apr 10, 2026 ▶ 2:14 Why the 7th Biggest Player in a Huge Market Beats the Winner in a Small One
May 5, 2026 negative
Insight
Taber: Outdated Advice From Credible Investors Can Actually Kill Startups
“So if you just rely on your experience from 10 years ago, even though you may have been successful, I think that's actually makes you like really dangerous because now you're like credible and wrong. It's one thing when you're just wrong and you don't have cre…”
Igor Taber May 5, 2026 ▶ 20:54 Why Credible Investors Are Actually Killing Startups
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