entrepreneur

also referred to as: entrepreneurs

21 statements across 21 episodes · 5 bullish · 7 bearish · 20 people on the record · first statement Jan 25, 2016 by Yanik Silver · said 51 times in 35 episodes since 2016 · across every show →

Mentions by year

brought up most by Nathan Latka (40), Andrew Warner (3), Shari Alexander (1), Peter Voogd (1), Michael Cheng (1), John Lincoln (1), Garrett Moon (1), Case Kenney (1)

tap a year for its mentions
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010202016201720182019202020212022202320242025episodes it came up in
001102202016201720182019202020212022202320242025episodesmentions per episode
2025 2 mentions in 2 episodes 1 per episode
2023 1 mention in 1 episode
2020 2 mentions in 2 episodes 1 per episode
2019 4 mentions in 3 episodes 1 per episode
2018 6 mentions in 5 episodes 1 per episode
2017 7 mentions in 6 episodes 1 per episode
2016 29 mentions in 16 episodes 2 per episode

every mention, scene by scene, with the transcript →

Everything said about entrepreneur, oldest first

Jan 25, 2016
Insight
The phrase 'giving back' wrongly implies entrepreneurial guilt instead of value creation
“You know, as a copywriter, you know, to me, words are incredibly important and give back implies that we've taken something and that there's guilt in some way that we have to return it. And as entrepreneurs, we're only value creators. That's the only way that …”
Yanik Silver Jan 25, 2016 ▶ 10:03 How to Profit Big and Give Back At Same Time with Yanik Silver
Apr 13, 2016 positive
Insight
Kaiser: It is okay to run multiple businesses once one performs well
“Also I think that it's okay for you to do multiple businesses. Once you get one going well, I actually hear a lot of the opposite from other entrepreneurs saying like, don't do multiple businesses. Like make sure that you stick with one and for me, that just w…”
Molly Marie Kaiser Apr 13, 2016 ▶ 11:39 Here's a Creative Artist Who Knows How to Make $1m with Molly Marie EP 234
Jun 9, 2016 negative
Insight
Latka: The Lean Startup falsely claims anyone can be an entrepreneur
“I just feel like it tries to teach, because they have to sell more books, it tries to tell anyone they can be an entrepreneur if they have a blank canvas and some post-it notes, and everyone can't be an entrepreneur. It just doesn't work.”
Nathan Latka Jun 9, 2016 ▶ 15:17 28 Year Old Female Entrepreneur Making 100k's Product Images Better for $2 Each, EP 270: Holly Cardew
Jul 1, 2016 negative
Insight
Entrepreneurs make a huge mistake focusing on just one business
“The reality is as an entrepreneur that that is just going to be a huge mistake, right? I mean, it is too many people out there that frankly just dive into one thing, build it, sell it, move on to something else. I get that, but I'd rather dive into multiple th…”
Steve Olsher Jul 1, 2016 ▶ 2:40 EP 342: How to Write a Best-Selling Book with Steve Olsher
Sep 14, 2016
Insight
Latka: Successful Entrepreneurs Almost Always Experienced Youth Trauma
“You see a trend with a lot of like very successful entrepreneurs where almost always something very traumatic happened to them when they were young.”
Nathan Latka Sep 14, 2016 ▶ 10:51 EP 417: 26 yo goes from nothing to $1M with big partnership with Sweeney David
Dec 24, 2016
Insight
Kandanchatha charges advisory fees so founders value his advice
“I also, you know, do some consulting work and board work. But that's mostly just that's just mostly to support the entrepreneurs and, you know, put, Put a dollar beside it so that people don't ignore what I say.”
Dinesh Kandanchatha Dec 24, 2016 ▶ 2:50 EP 518: See 20 deals, invest in 2 between $75k-150k pre seed, likes b2b saas for investments
May 13, 2017 positive
Assertion Not checkable as stated
Lackland: Founders Spend 8 to 10 Hours Securing Lighter Capital Check
“We think entrepreneurs spend about eight to 10 hours with us before we write them a check, as opposed to, say, chasing down a bunch of angels or VCs.”
BJ Lackland May 13, 2017 ▶ 3:21 658: Startups, $120 Million Up For Grabs! As Close to "Free Money" as You Can Get.
Jul 17, 2017
Insight
An entrepreneur's most important job is downside self-protection
“I think the most important job for every entrepreneur is learning how to protect yourself. So if things don't work out as planned, they take longer than plan. They go sideways. You can adjust and you can bounce right back.”
Scott Duffy Jul 17, 2017 ▶ 7:10 723: He Sold His Company to Richard Branson, Then Oil Tanked Him
Jul 10, 2018 neutral
Insight
Frankel: New products evolve much slower than entrepreneurs expect
“I have a history of seeing how new products evolve, and the answer is they evolve a lot less quickly than the entrepreneur behind them Would like in most cases.”
Eric Frankel Jul 10, 2018 ▶ 15:45 1081 With $2m in ARR and $16m Valuation for 7+ Years, Do You Feel Stuck?
Aug 29, 2018
Insight
Down rounds hurt founder equity significantly more than aggressive liquidation terms
“It's not so much the features that usually get in the entrepreneur's way. It's usually the fact that things are not linear. So you start, the company grows, maybe at some point it has a setback, and then you end up doing a down round, and that becomes a real p…”
Jay Habegger Aug 29, 2018 ▶ 14:34 1131 We do $70m Annually in Buyer Data Space, 50% Gross Margin
Mar 16, 2019
Insight
Erba: Founders should hire customer support teams before accelerating growth
“And this is an advice that I'm giving to other entrepreneurs. Hire first, grow after.”
Claudio Erba Mar 16, 2019 ▶ 10:20 1330 This Professor Quit Higher Ed For Learning Management Platform, $24m in ARR
Mar 17, 2019 negative
Insight
Bragging about company valuation is like bragging about mortgage size
“I've always thought that, that entrepreneurs who brag about how much they raised or what their valuation are, it's sort of like if you brag about how big your mortgage is it's, it feels sort of distasteful”
Matthew Prince Mar 17, 2019 ▶ 7:04 1331 How CloudFlare Broke $100m in ARR Securing The Internet, No $2.5B Amazon Acquisition
Apr 21, 2019 negative
Insight
Sullivan: Repeat founders make a mistake by self-funding their new startups
“I learned long ago that entrepreneurs the second time that they start a company after selling they make the mistake of funding their own company because now that they've sold a company, they're really smart. And there's a validation that you have to go through…”
Pat Sullivan Apr 21, 2019 ▶ 4:48 1366 ACT! and SalesLogix Founders New Company Hits $1m in ARR
Apr 23, 2019 positive
Opinion
Salamander: An Exit Is the Ultimate Goal for Any Entrepreneur
“Any entrepreneur You know, eventually they want to do the exit, right? That's the ultimate goal.”
Gilead Salamander Apr 23, 2019 ▶ 15:49 1368 "Better Than Hootsuite" Tool Passes $250k in MRR on just $300k Raised
Jan 4, 2020 neutral
Insight
Founders and VCs rarely align on $5M to $10M exit outcomes
“It's actually fairly rare that entrepreneurs and VCs are totally aligned in that entrepreneurs can have great outcomes with five to ten million dollar businesses, and VCs can't, and that's not their model, and the second they get a whiff that something is movi…”
Jake Kring Jan 4, 2020 ▶ 14:26 1624 Why This Founder is Totally Happy Running 2 Businesses At Once
Feb 6, 2020 neutral
Insight
Hood: For founders, the pain of failure outweighs the joy of success
“I feel that for a lot of entrepreneurs, the pain when things are going poorly way outweighs your ability to enjoy the times when it's going well.”
David Hood Feb 6, 2020 ▶ 14:49 1657 How He Grew $10M ARR on Just $500k Raised
Feb 16, 2020 bearish
Opinion
Malone: High cost of living makes Silicon Valley terrible for early entrepreneurs
“I actually think this is a terrible time for entrepreneurs right now, especially in the valley, because it's safer now because of the cost of living and everything else to Bury yourself in a large corporation.”
Mike Malone Feb 16, 2020 ▶ 22:06 1667 Top Tech Journalist Predicts We'll All Be Unemployed, Blockchain Takeover, Less Taxes!
Apr 6, 2021 negative
Opinion
Caldbeck claims VCs profit by convincing founders to sacrifice everything
“VCs in general, as a macro point tend to make money by convincing entrepreneurs to give up everything.”
Ryan Caldbeck Apr 6, 2021 ▶ 1:15:14 The Secret Dataset CPG Gods Use
Aug 16, 2022 negative
Insight
Morentis: Early VC Funding Causes Founders to Lose Operational Control
“Two things happen when you raise a lot of money early. You know, one is you lose real control, operational control of your business but two, you really, you know, own a small fraction of that business, and in all likelihood, You know, you're going to continue …”
Chris Marentis Aug 16, 2022 ▶ 1:52 Just $10m raised to hit $30m in ARR, how the king of capital efficiency did it
Dec 24, 2025 positive
Assertion Supported
StandOut CV survey on resume lying gained 212 referring domains
“So this one has 212 referring domains, and this had some really big some really big pickups. So I think it got picked up by Entrepreneur maybe CNN, a few of the big US news sites.”
Andrew Fennell Dec 24, 2025 ▶ 15:23 Founder uses Genius Playbook to hit $1M revenue with no employees
Mar 5, 2026 positive
Insight
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
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