Entrepreneur

topic on 42 shows · 654 statements across 537 episodes · said 111 times in 49 episodes since 2015

Top Founders 51 Lenny's Podcast 40 the a16z Podcast 7 We Live to Build 3 Founders 2 Startups For the Rest of Us 2 20VC 2 Innovators & Investors 1 My First Million 1 the Neon Show 1 How I Built This 1 Acquired the Y Combinator Startup Podcast Founder's Journal Startup Acquisition Stories In Depth the Pitch Mixergy More or Less Another Podcast Cheeky Pint American Optimist the Knowledge Project Masters of Scale BigDeal David Senra No Priors the Paul Morris Podcast the Official SaaStr Podcast Starter Story the Startup Ideas Podcast WTF is with Nikhil Kamath Invest Like the Best A Product Market Fit Show Sourcery Capital Allocators Catalyst the Green Blueprint the MAD Podcast Big Technology All-In TBPN

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The latest 60 statements about Entrepreneur, every show

20VC Opinion
Franceschetti: University is totally useless for Silicon Valley entrepreneurs
“If they want to do, have a career, particularly in Silicon Valley as entrepreneurs, I think it's totally useless.”
Matteo Franceschetti Sep 12, 2026 ▶ 1:08:56 Labour, Engineering, Social Media, GrokBots, Cybercabs: 7 Predictions for How AI Changes the World
NEON SHOW Disclosure
Gupta repeatedly discourages prospective founders to test their genuine commitment
“Like many entrepreneurs or people who want to be an entrepreneur come to me, I discourage them. And when they come after three, four times, then I know that they really want to do it.”
Nikhil Gupta Sep 8, 2026 ▶ 44:10 The "Kiss of Death" That Kills 90% of Startups | Nikhil Gupta, ArmorCode
BIGDEAL Assertion Supported
Sanchez: The average entrepreneur makes $46,000 to $65,000 a year
“I read the average entrepreneur makes 46 to 65,000 dollars a year.”
Codie Sanchez Aug 24, 2026 ▶ 28:52 Billionaire Investor: How I’d Go from $0 to $1M in a Year | David Adelman
BIGDEAL Insight
Sanchez: Founders cannot simultaneously chase lifestyle, empire, and exits
“And I think this is the disaster that most entrepreneurs are doing, which is like chasing all three at once and not trying to filter advice through what you want for your life as an adult with the Willpower to choose yourself. So you're like, no, I'll have fre…”
Codie Sanchez Aug 17, 2026 ▶ 8:13 How to Build a Business That Makes Money Without You
BIGDEAL Insight
Godin: Entrepreneurs should tell mismatched customers 'it's not for you'
“One of the most powerful things an entrepreneur, a salesperson, a creator, an artist has, is a simple sentence, which is, thank you, it's not for you. It might be for somebody. You should make something for somebody, but if someone rejects you because they are…”
Seth Godin Aug 12, 2026 ▶ 13:49 How to Solve Problems Better Than 99% of People | Seth Godin
Walling: Repeat entrepreneurs consistently validate demand before building
“What I've noticed is that I believe, mostly without exception, every second or third time entrepreneur that I've seen that's doing it, Does some validation, has some conversations, does that research, and digs in”
Rob Walling Aug 11, 2026 ▶ 27:52 Episode 845 | Lifetime Deals Revisited, Building is Not the Hard...
20VC Opinion
Frankel: Mega-Fund Seed Checks Are "Call Options" Bad for 95% of Founders
“Well, the problem is the mega platforms are taking call options. So is this good for the mega platforms? Is this good for the LPs or is this good for the entrepreneurs? Well, probably for 95% of the entrepreneurs, it's not good.”
David Frankel Aug 7, 2026 ▶ 22:06 The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
Huang: Founders must embrace naive optimism to avoid paralyzing anxiety
“You want your mind to be, how hard can it be? And let the suffering come to you a little bit at a time. You know, don't imagine how hard it's going to be and let all of that turn into anxiety and not doing something about it.”
Jensen Huang Jul 26, 2026 ▶ 47:10 Jensen Huang: The Mindset That Built NVIDIA · Y Combinator
a16z Opinion
Kalanick: Post-Uber founders are not scared of government regulation
“Entrepreneurs that are coming up since the Uber time. Are not scared of regulation the way that bits.”
Travis Kalanick Jul 22, 2026 ▶ 1:20:37 Building a Company in Stealth | Travis Kalanick with a16z
TBPN Insight
Most People Lack the Ambition to Become Entrepreneurs and Should Not
“Most people cannot become entrepreneurs. They're not ambitious. They should not be ambitious. You could argue the numbers, but it's a small percentage, and other people want to work for them. So people like working in large institutions. Large institutions pay…”
Tyler Cowen Jul 20, 2026 ▶ 23:45 Tyler Cowen Doesn't Think America Should Ban Chinese AI Models
FOUNDERS Insight
Thiel: Entrepreneurs Often Over-Optimize for Growth at the Expense of Durability
“The fact that you see this entrepreneurs make this mistake all over and over again, they over optimize for growth at the expense of durability.”
David Senra Jul 10, 2026 ▶ 20:04 Peter Thiel on How to Build a Creative Monopoly
NEON SHOW Insight
Subramanian: Board members add value through emotional detachment, not domain expertise
“That's where I think boards and investors and as an external parties can be really good advisors, not because they know the business, because they are outside the business. The emotions are not connected to the business, where you're able to bring very unemoti…”
Baskar Subramanian Jun 26, 2026 ▶ 1:20:20 How 3 Friends From Coimbatore Run Olympics and Super Bowl | The Untold Amagi Story
Amin: Retroactive founder vision narratives actively harm and confuse aspiring entrepreneurs
“I think we do a disservice to everybody when we go back and retell the story in a way that is not honest, because it confuses the people who are on the path of figuring it out.”
Kareem Amin Jun 16, 2026 ▶ 47:35 Clay’s Unusual Path to Building a Multi-Billion Dollar Company · Invest Like The Best
BIGDEAL Insight
Pabrai: Real entrepreneurs minimize risk rather than take it
“Entrepreneurs do not take risk. They do everything in their power to minimize risk.”
Mohnish Pabrai Jun 15, 2026 ▶ 3:47 Go From $10k to $1M in 3 Years With This Strategy | Mohnish Pabrai
Clark: Brand-building commitment is hard to teach founders straight out of college
“Commitment to the time it takes to build a brand and to build success is something that's hard to teach if that, if it's their first job out of college, you know, instead of having the experience that you can't really pass on to them.”
Maxine Clark Jun 15, 2026 ▶ 1:00:02 Build-A-Bear: Maxine Clark. A Former Shoe Executive Launches a Stuffed Animal Empire
WTF Opinion
Kamath: Entrepreneurship Mirrors Gangster Life in Survival Odds and Glamorization
“I think there's something similar between an entrepreneur and a gangster. So few of them make it. So many die early. The odds of success are so low. Gangsters are celebrated via Hollywood, Bollywood in my case, and entrepreneurs via podcasts like mine.”
Nikhil Kamath May 28, 2026 ▶ 12:24 Martin Escobari: Trauma, Chaos & Three Industries Worth $100B | Nikhil Kamath | People by WTF · Nikhil Kamath
WTF Insight
Escobari: Enduring founders are driven by trauma and deep psychic wounds
“My experience is that people who have the endurance are the people that have a chip on their shoulder, something happened along their journey. That they're wounded, traumatized, and they want to fix it. And the cure is the creation of something that didn't exi…”
Martin Escobari May 28, 2026 ▶ 15:01 Martin Escobari: Trauma, Chaos & Three Industries Worth $100B | Nikhil Kamath | People by WTF · Nikhil Kamath
BIGDEAL Opinion
Sanchez: Founders complaining about startup misery were already unhappy people
“I think a lot of entrepreneurs were unhappy when they started companies, and so now when they're famous or all over the internet, they're unhappy now, and they were unhappy then, and so now there's a lot of people that talk about how miserable it has to be to …”
Codie Sanchez May 13, 2026 ▶ 47:39 Billionaire Founder: No One Tells You This About Starting A Company | Ankur Jain
a16z Insight
Blankfein: Young entrepreneurs win because they lack attachment to tradition
“Where the entrepreneurs are advantaged by their lack of attachment to history and tradition and the old way of doing things. Where the iconoclast is the in your business, the iconoclast and the young guy. Not only celebrate, they're the you know, they're the t…”
Lloyd Blankfein May 12, 2026 ▶ 46:23 Goldman Sachs Chairman on Why Finance Adopts AI Differently | a16z
a16z Assertion Not checkable as stated
Horowitz: US is rapidly catching up in military tech integration
“The thing that's been surprising, though, is like how fast we've been catching up. And I think that that's been really kind of heartening from both The number of entrepreneurs that want to help, and then the willingness of the U.S. Government to say, hey, we'r…”
Ben Horowitz May 8, 2026 ▶ 7:47 Ben Horowitz on American Dynamism and the Future of AI | The a16z Show
a16z Insight
Tony James: Entrepreneurs tend to reassert control once firm crises fade
“Like so many entrepreneurs, I, we've all seen this, right, where they say they'll, or they want to bring someone in, and there were issues with around Blackstone at the time and all the businesses, but then once, once those issues are kind of fade, then the en…”
Tony James May 5, 2026 ▶ 30:06 Building Blackstone, Backing Costco, and Working with Munger | Tony James on The a16z Show
Chesky: Many entrepreneurs are driven by childhood insecurity and imposter syndrome
“And I think a lot of us that are entrepreneurs, we're driven by insecurity. We're driven by some hole. Not all of us, but a lot of us. Something in our childhood, something. A lot of us were not the coolest kids or whatever, and there's something in us we want…”
Brian Chesky May 5, 2026 ▶ 1:21:40 How Brian Chesky Is Redesigning Airbnb for the AI Era · Invest Like The Best
Wadia: Corporates face hard structural limits on metabolizing startup innovation
“These corporations, they're operating at a scale that is really unimaginable to many entrepreneurs. And so it's not so simple to just take your thing that you created and just slide it into a product or service line. There's a lot that needs to happen. And so …”
Cyrus Wadia Apr 28, 2026 ▶ 20:13 Investing in Human Capital for a Sustainable Planet with Cyrus Wadia of Activate | The Innovators & Investors Podcast
Ian Murray: Giving entrepreneurs capital ensures they spend rather than produce
“One, if you give an entrepreneur money, they're going to spend it. There's no doubt if somebody gives a bunch of money, we'd find a way to spend it. But when you don't give them any, and they're hungry, you figure out a way to make it.”
Ian Murray Apr 27, 2026 ▶ 1:00:28 Shep and Ian Murray: Vineyard Vines. A Stale Product Transforms into a Lifestyle Brand.
Y COMBINATOR Assertion Not checkable as stated
Massad: Tech-adjacent creators get the most value from Replit, not engineers
“And what we've noticed is that people that are getting the most value out of our product, Tend to be the more tech-adjacent ones. Maybe people, product managers have written code many years ago, but don't worry about the development environment setup. Don't wa…”
Amjad Masad Apr 25, 2026 ▶ 4:28 Replit's CEO On The Only Two Jobs Left In The Company Of The Future · Y Combinator
BIGDEAL Insight
Sanchez: Perfectionism causes founders to ship worse products later
“And so the worst entrepreneurs, I think, try to ship at a hundred percent and end up shipping at 40% six months later because they never had real data to work against.”
Codie Sanchez Apr 24, 2026 ▶ 17:15 Stop Overthinking: The 70% Rule to Beat Procrastination
Puri: Problem Seeking Drives Achievement but Harms Personal Happiness
“So we get wired for problem seeking and problem destruction. It's good for achievement, but it's not good for happiness is to be a problem seeker.”
Shaan Puri Apr 22, 2026 ▶ 31:49 25% Of My Portfolio Is Tesla Stock, Here's Why
Smith: Founders ignore eldercare because they have never experienced aging
“Problems that people face at this point in their life most entrepreneurs have not experienced, right? So, like, they are not thinking about what an eighty-year-old might need because they've never been 80, right?”
Steph Smith Apr 14, 2026 ▶ 19:38 Steph Smith: “This opportunity is totally overlooked”
BIGDEAL Opinion
Sanchez: Mitt Romney made more as an employee than 99.9% of entrepreneurs
“And I chuckle thinking about the fact that there are all these people on the internet who tell you can't make a ton of money as an employee. Bullshit. Bullshit. Mitt Romney makes more than like, 99.9% of entrepreneurs ever will.”
Codie Sanchez Apr 14, 2026 ▶ 6:48 How to Make the Greatest Comeback of Your Life.
Rabois: Legal training is largely inconsistent with being an entrepreneur
“But I think most things that lawyers learn are very Inconsistent with being entrepreneur. So when you're graded as a lawyer, you learn every exam in law school virtually is issue spotting. So you get credit for identify, there's like fact patterns, identify al…”
Keith Rabois Apr 12, 2026 ▶ 50:11 Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)
Entrepreneurs who get too comfortable lose relatability, just like rich comedians
“As an entrepreneur, if your life gets too comfortable, you lose your ability to spot problems. It's like comedians. When comedians get too rich, they fall off a cliff because they don't have relatable jokes anymore because their life is completely unrelatable …”
Shaan Puri Apr 9, 2026 ▶ 28:45 Ex-Tesla President reveals EVERYTHING Elon does to win
Simhi: The Biggest Challenge in Entrepreneurship Is Loneliness
“I think the biggest challenge in being entrepreneur is Your surrounding, your social surrounding, to be lonely. Most of the time you are alone in this journey.”
Meir Simhi Apr 3, 2026 ▶ 2:58 He Said 'What to Sell' Is Not Even the Right Question
Levin: More people are cut out to be investors than entrepreneurs
“And I think they're probably in all honesty, more people that are cut out to be investors than there are entrepreneurs”
Ron Levin Mar 17, 2026 ▶ 1:21 Why the Co-Founder Who Stayed CEO Was the Right Call
Lopez: Most aspiring founders wait far too long to start companies
“Most people take too long to make the leap for a number of reasons. It's really difficult to go from zero to one. But it, the journey is so rewarding, and once you've got to the conviction that you want to come up with an idea, And turn it into a product, it's…”
Hernan Lopez Mar 12, 2026 ▶ 41:55 Advice Line with Hernan Lopez of Wondery
Kershenbaum says mandatory IDF service fosters entrepreneurs through forced resourcefulness
“I think one of the things that tend to generate entrepreneurs where it's into push people and drill into entrepreneurship is necessity. And if you think of a, you know, a country like Israel, where military service is mandatory, that has to do with necessity. …”
Tal Kershenbaum Mar 5, 2026 ▶ 6:45 How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirschenbaum
WTF Insight
Palihapitiya: People with comfortable upbringings rarely become mega-scale entrepreneurs
“Pain is a fantastic amplifier of capability. Some sort of, like, grudge, pain, anger, but, you know, the child that had a wonderful upbringing is a wonderful human being and not a great entrepreneur in many cases, at least at scale, at mega scale, because it j…”
Chamath Palihapitiya Mar 2, 2026 ▶ 4:01 Pain, Power & The Game Nobody Wins | Chamath Palihapitiya x Nikhil Kamath | People by WTF · Nikhil Kamath
TBPN Insight
Hays: Human Intermediaries Remain Essential for Emotional Support Beyond AI Tools
“Technically entrepreneurs could negotiate their own legal docs with Claude. But that being said, you're paying for effectively therapy throughout the deal and like general guidance.”
Jordi Hays Feb 24, 2026 ▶ 13:22 Kim K's New Energy Drink, Citrini Discourse Rages On, the $100B Meta-AMD Deal | Diet TBPN
Taylor: Successful Entrepreneurs Who Deny Luck and Timing Are Lying
“Any successful entrepreneur, if they don't tell you that, hey man, there was some time and some luck involved in it, they're lying to you. Like truthfully, there's always a little bit of that.”
Mikey Taylor Feb 23, 2026 ▶ 29:37 Pro Skater: If You Don’t Plan For This, You Lose Everything
Venture capital pitches are adversarial games where entrepreneurs routinely lie
“If you've ever been a VC pitch, they're really weird things, because they're basically, the VCs are up there playing defense. They're like goalies. And the entrepreneurs, the people who are pitching are just lying to them.”
Jim McKelvey Feb 23, 2026 ▶ 54:02 Square: Jim McKelvey. He Lost a $2,000 Sale, Then Built a $10 Billion Company
BIGDEAL Opinion
Sanchez: Most of the greatest entrepreneurs would make terrible employees
“It seems to me like most of the greatest entrepreneurs, you actually would not want them as an employee.”
Codie Sanchez Feb 19, 2026 ▶ 5:12 Inside the Minds of the Most Successful Founders | David Senra
BIGDEAL Insight
Senra: Investor-created content misaligns founder incentives toward rapid exits
“A lot of the content that entrepreneurs are actually consuming or actually created by investors. And so you could have incentive alignment with them, but many cases, your incentives are misaligned and we should just think about that. And what's disturbing abou…”
David Senra Feb 19, 2026 ▶ 50:58 Inside the Minds of the Most Successful Founders | David Senra
BIGDEAL Insight
Senra: Great entrepreneurs are obsessed with control, not money
“People think entrepreneurs are obsessed with money. I would argue they're obsessed with control. And that if you're talented, and you're working on a valuable product, or a problem, and you solve the problem for other people, and you maintain control, you wind…”
David Senra Feb 19, 2026 ▶ 1:02:01 Inside the Minds of the Most Successful Founders | David Senra
BIGDEAL Insight
Senra: Outsized entrepreneurial success requires decades of uninterrupted compounding
“You see the success in most entrepreneurs lives happen multiple decades in. Because they didn't interrupt the compounding. You had to wait for time to do most of the work, and that's why the start, scale, sell doesn't work.”
David Senra Feb 19, 2026 ▶ 1:18:09 Inside the Minds of the Most Successful Founders | David Senra
Osher: Most successful founders experience 'entrepreneurial terror'
“And this is it's called entrepreneurial terror, and I think most successful ones included have gone through this at some point, because the buck completely stops with you.”
John Osher Feb 16, 2026 ▶ 20:45 Spinbrush: John Osher. The Electric Toothbrush That Sold for $475M
Fried: Raising Venture Capital Eliminates Almost All Exit Options and Off-Ramps
“The moment they go raise money, they've cut off almost every option. They think they've expanded their experience and their opportunities, but they've cut off almost every possible off-ramp outcome because now they have to be in big business or they fail. That…”
Jason Fried Feb 15, 2026 ▶ 1:54:48 Jason Fried: Your Only Competition Is Your Costs
Courtney: Excessive preparation is the biggest sign an entrepreneur will execute slowly
“When I meet other entrepreneurs, the biggest sign for me that they're going to move very slowly is too much preparation, and I think these tools are so good You can go straight into a project with them.”
Jonathan Courtney Feb 11, 2026 ▶ 41:19 Claude Code Built My $450K Marketing Campaign
Hastings: Entrepreneurs shouldn't rush going public because it reveals competitive information
“In hindsight, I tell other entrepreneurs that don't be in a hurry to go public because it gives your competitors a lot of information.”
Reed Hastings Feb 9, 2026 ▶ 46:20 Netflix: Reed Hastings. “We’re Not a Family.” The Provocative Idea That Helped Build a Streaming Giant
FOUNDERS Insight
Great entrepreneurs hate losing more than they love winning
“Something that Andre Agassi has in common with a lot of the great entrepreneurs is they hate losing more than they love winning.”
David Senra Feb 4, 2026 ▶ 24:44 Tortured Into Greatness: The Life of Andre Agassi
Horowitz: Tier-one VCs consistently beat tier-two firms via entrepreneur selection
“The best entrepreneurs will only work with the top tier firms because that's how you're going to recruit great engineers. That's how you're going to get follow on money. Like everything comes out of that. So you'd never take money from a tier two if you could …”
Ben Horowitz Feb 3, 2026 ▶ 31:10 Why The Laws of Startup Physics Have Changed | Ben Horowitz Interview · Invest Like The Best
Horowitz: a16z fined staff $10/minute for meeting tardiness with founders
“I used to find people, 10 dollars a minute in the beginning of the firm to reinforce it.”
Ben Horowitz Feb 3, 2026 ▶ 45:25 Why The Laws of Startup Physics Have Changed | Ben Horowitz Interview · Invest Like The Best
Horowitz: a16z fires staff who publicly disparage entrepreneurs to look good
“If you try to make yourself look good by making an entrepreneur look bad, you're fired.”
Ben Horowitz Feb 3, 2026 ▶ 45:51 Why The Laws of Startup Physics Have Changed | Ben Horowitz Interview · Invest Like The Best
NEON SHOW Insight
Rekhi: Funding 10M Indian founders requires $1T, exceeding domestic savings capacity
“If I have ten million entrepreneurs and each gets a 100,000 dollars worth of capital, that's one trillion dollars. That's one trillion dollars. Yeah, it's not going to come from the savings of Indians.”
Kanwal Rekhi Jan 23, 2026 ▶ 37:45 Wall Street Rejected This CEO & Then He Did a $200M IPO | Kanwal Rekhi
Walling: Spreading bets across many startups is terrible advice for founders
“There are a lot of people making excuses for being distracted and for engaging and feeding their entrepreneurial ADHD or their shiny object syndrome or their I need to be diversified or it's all a matter of luck so I need to make a hundred bets because one mig…”
Rob Walling Jan 20, 2026 ▶ 15:20 Episode 816 | Developing an Editorial Eye, The Right Kind of Stub...
a16z Prediction Not checkable as stated
Horowitz: AI Product Tools Will Multiply total Number of Entrepreneurs
“We think the number of entrepreneurs is going to multiply as well. Because the kind of the ease of going from an idea to a really fantastic solution and a fantastic product is just going to be so much simpler.”
Ben Horowitz Jan 15, 2026 ▶ 17:08 Ben & Marc: Why Everything Is About to Get 10x Bigger
Walling: Founders must learn to make progress without perfect clarity
“Given that founders operate with incomplete information all the time, and that as a founder, you have to make progress without perfect clarity, like, that's a core skill of being an entrepreneur.”
Rob Walling Jan 13, 2026 ▶ 6:32 Episode 815 | Unexpected Skills Your Day Job Can Teach You About...
Walling: Startup problems remain the founder's responsibility even if not their fault
“Even when something isn't your fault, as an entrepreneur, it's still your responsibility.”
Rob Walling Jan 13, 2026 ▶ 17:21 Episode 815 | Unexpected Skills Your Day Job Can Teach You About...
CATALYST Insight
Rountree: Analyzing counterparty compensation reveals why enterprise sales cycles stall
“Like, whenever someone's behavior in a business context doesn't make sense to me, I try to learn how they're paid, and usually the answer comes to the fore that way. And so, if you can just understand people's incentives, you can navigate around that and somet…”
Ian Rountree Jan 8, 2026 ▶ 10:00 The VC case for 'full stack deeptech'
FOUNDERS Insight
Creators of the greatest companies are obsessive at massive personal cost
“The people that are usually really great that create the greatest companies, the greatest inventions, the greatest technology. They're usually very obsessive and it causes them to discount other parts of their life.”
David Senra Jan 8, 2026 ▶ 33:15 The Creative Genius of Rick Rubin
FOUNDERS Disclosure
Top entrepreneurs abandon family dinners the moment inspiration strikes
“I literally have had one of the greatest living entrepreneurs tell me that directly, that his friends and family know they could be in the middle of a dinner. If there's an idea or something, some kind of form of inspiration comes to him related to his work, h…”
David Senra Jan 8, 2026 ▶ 34:46 The Creative Genius of Rick Rubin
Mackey: Charismatic entrepreneurs use reality distortion fields to suspend skepticism
“I think most persuasive entrepreneurs, charismatic entrepreneurs have a reality distortion fields. They're able to get people to spend their normal skepticism, and for a moment, they let them into their vision, and they catch a little bit.”
John Mackey Jan 4, 2026 ▶ 59:12 John Mackey: The Dropout Who Changed How America Eats

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