entrepreneur

also referred to as: entrepreneurs

15 statements across 10 episodes · 5 bullish · 3 bearish · 10 people on the record · first statement Nov 17, 2022 by Gergely Orosz · said 40 times in 1 episodes since 2023 · across every show →

Mentions by year

brought up most by Jason Feifer (33), Lenny Rachitsky (7)

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Everything said about entrepreneur, oldest first

Nov 17, 2022 positive
Insight
Orosz: Entrepreneurs must create artificial constraints to maintain productivity
“If you put in ways that you have to do certain things, you know, put in constraints for the things that you need to do, and then you're going to do that. Without that, when you're on your own, when you're an entrepreneur, I was a great, like, I think I was a r…”
Gergely Orosz Nov 17, 2022 ▶ 33:09 Leaving big tech to build the #1 technology newsletter | Gergely Orosz (The Pragmatic Engineer)
Dec 8, 2022
Insight
Founders only control when, not if, they discuss pricing with customers
“As an entrepreneur or a company, you actually don't have a choice whether you'll have a pricing conversation with your customer. The only thing in your control is when you will have it.”
Madhavan Ramanujam Dec 8, 2022 ▶ 14:37 The art and science of pricing | Madhavan Ramanujam (Monetizing Innovation, Simon-Kucher)
Sep 17, 2023 negative
Insight
Lochhead: Competing for existing demand with incremental improvements causes startup failure
“And so this is the mistake that many, many entrepreneurs make. Is they, whether they realize it or not, what they're doing is incremental better. And they're fighting for market share, fighting for existing demand with something that's incrementally better. An…”
Christopher Lochhead Sep 17, 2023 ▶ 1:06:48 How to become a category pirate | Christopher Lochhead (Author of Play Bigger, Niche Down, more)
Sep 17, 2023 negative
Insight
Lochhead: Founders fail by using old language to describe new innovations
“A mistake that a lot of entrepreneurs make is they use old language to describe their new thing. And we can't use so much new language that nobody knows what the fuck we're talking about. So we have to meet the category where it is and bring them forward. But …”
Christopher Lochhead Sep 17, 2023 ▶ 49:16 How to become a category pirate | Christopher Lochhead (Author of Play Bigger, Niche Down, more)
Oct 12, 2023 neutral
Assertion Not checkable as stated
Startup stories in major publications typically reach only 5k-10k readers
“In fact, the largest possibility here is that your story will reach, like, five to 10,000 people. A small number of people. Because these publications are publishing tons of stuff.”
Jason Feifer Oct 12, 2023 ▶ 39:41 How to get press for your product | Jason Feifer (editor in chief of Entrepreneur magazine)
Oct 12, 2023 neutral
Assertion Not checkable as stated
Entrepreneur and Fast Company avoid negative hit pieces to protect audience trust
“Like entrepreneur, and I would say fast company are just sort of not in the business of running negative stories. And the reason is because it doesn't serve our audience. Like, you know, my audience is coming to me to learn things for their business. Tearing s…”
Jason Feifer Oct 12, 2023 ▶ 1:14:43 How to get press for your product | Jason Feifer (editor in chief of Entrepreneur magazine)
Oct 12, 2023 positive
Insight
Founders can get press by inserting themselves into broader trend stories
“Sometimes, and here's the lesson, sometimes you are not the story, but you can be part of the story.”
Jason Feifer Oct 12, 2023 ▶ 1:23:12 How to get press for your product | Jason Feifer (editor in chief of Entrepreneur magazine)
Oct 12, 2023
Insight
Audiences find pure success uninteresting; they want to learn about problem-solving
“Success stories are not interesting. They're not interesting to anybody, right? It's not. Useful for you to just hear that someone else succeeded. What's useful is for you to hear how someone else faced challenges that you faced and got through them so that yo…”
Jason Feifer Oct 12, 2023 ▶ 1:04:39 How to get press for your product | Jason Feifer (editor in chief of Entrepreneur magazine)
Dec 17, 2023 positive
Insight
Fried: Bootstrapping forces founders to learn how to make money
“The value in bootstrapping is that it teaches entrepreneurs. It not even teaches, it forces them to have to figure out how to make money. And the more time under the curve they have making money and practicing making money, the better at it they're going to ge…”
Jason Fried Dec 17, 2023 ▶ 1:17:45 Jason Fried challenges your thinking on fundraising, goals, growth, and more
Jan 25, 2024
Insight
Moore: Problem domain knowledge is the most valuable asset in bowling alley sales
“As an entrepreneur, You gotta realize the gold at this point is problem domain knowledge. That's the thing you really wanna collect.”
Geoffrey Moore Jan 25, 2024 ▶ 43:33 Geoffrey Moore on finding your beachhead, crossing the chasm, and dominating a market
Feb 23, 2025 positive
Insight
Dyslexia forces many into entrepreneurship because traditional jobs refuse to hire them
“There's a, there's an amazing amount of entrepreneurs who are dyslexic. And I attribute it back to the fact is it's because we couldn't get jobs. We just went to create our own thing. Cause we couldn't like, we had to figure out our own way to work.”
Bob Moesta Feb 23, 2025 ▶ 1:13:45 How to find work you love | Bob Moesta (Jobs-to-be-Done co-creator, author of "Job Moves”)
May 8, 2025
Insight
Colonna: Founders sabotage successful businesses to avoid unresolved childhood baggage
“If you continue to bypass sorting out your baggage, there's going to come a day where you're going to have to pay that price. It could be in your own depression. It could be in, I've seen this a thousand times, Lenny, entrepreneurs sabotaging their successful …”
Jerry Colonna May 8, 2025 ▶ 21:54 How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna
Jul 3, 2025 positive
Insight
Wilkinson: Founders must adopt 'lazy leadership' and shed disliked tasks
“So I think a lot of people have this kind of Protestant work ethic. Where they think, well, I've got to be the person to do everything. And I think they really need to lean into what I call lazy leadership, which is how do I get away from the things I hate as …”
Andrew Wilkinson Jul 3, 2025 ▶ 11:42 I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson
Jul 3, 2025 neutral
Assertion Supported
Wilkinson: About 30% of Entrepreneurs Have ADHD Compared to 5% Generally
“If you take the normal population, about five percent of people have ADHD, but about 30% of entrepreneurs have ADHD.”
Andrew Wilkinson Jul 3, 2025 ▶ 1:18:17 I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson
Apr 12, 2026 negative
Insight
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)
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