entrepreneur
also referred to as: entrepreneurs
36 statements across 28 episodes · 9 bullish · 9 bearish · 27 people on the record · first statement Dec 3, 2020 by Casey Rossi · said 3 times in 3 episodes since 2020 · across every show →
Mentions by year
brought up most by Sean Weisbrot (3)
tap a year for its mentions
2022 1 mention in 1 episode
2021 1 mention in 1 episode
2020 1 mention in 1 episode
Everything said about entrepreneur, oldest first
Dec 3, 2020
Jan 12, 2021
Burgin-Doyle: Founders Need Peers Who Demand More Than They Ask of Themselves
“So you've got to have two types of people. Those people around you have got to have a shared context and pathway to support you and an ability to support you with accountability also. And demand more of you than you ask of yourself at times.”
Apr 6, 2021 negative
Semenova: Domain-Expert Founders Often Struggle With Operations and Burnout
“They were really experts in their field, but they weren't necessarily experts in running a successful business. And so we were noticing a pretty high burnout rate and an imbalance in health and wellness and an imbalance in their life and their business where T…”
Jun 8, 2021 neutral
Jul 13, 2021 positive
Jul 20, 2021 positive
Stephen Keery argues cryptocurrency wealth empowers early adopters to launch new startups.
“I think crypto is enabling a bunch of, you know, new entrepreneurs because those early adopters are all techie young people, right? And they've built wealth. So they can start companies. They can do things. And I think that's really good for society.”
Mar 1, 2022 positive
Ray Blakney: $500K profit with family time beats making $1M
“Most of us, I think would be perfectly happy with a business that made, you know, 500,000 dollars profit a year, right? You're taking over 500,000, but you could spend all your time with your friends and your family and your kids. We'll be fine. A million woul…”
Dec 13, 2022 positive
Spohr: Caregiving is a major opportunity for entrepreneurial innovation
“I think we need to see things like caregiving as a place that is fully worth entrepreneurial thought as much as anything else. It's a huge area that needs to be better. And lots of entrepreneur entrepreneurs would look for what's a big area that needs to be be…”
Dec 17, 2022
Latour: Entrepreneurial objections to delegation and remote work are rooted in fear
“The biggest thing is fear. I'm sure you know all about this. A lot of times our decision making is rooted in fear, and they might not say that like, hey, I'm really scared, but what they're telling me is, You know, if I let someone in my business and they make…”
Mar 28, 2023
Spiller: A VC's true customer is the LP, not the founder
“The investor's responsibility is to steward the investment. You know, the key word is like the investment, not the company, although they're very, you know, intertwined obviously in the success of the company is the success of the investment investor. Investor…”
May 9, 2023 neutral
Jul 12, 2023 negative
Jul 20, 2023 bearish
Foster: Entrepreneurs expecting to outsource product creativity to AI are dead wrong
“But I don't think that you get to kind of like outsource creativity as a result of this. And I think there's a lot of entrepreneurs that expect that you will be able to do that. And I think that that's dead wrong, at least for the technology as it stands today…”
Sep 18, 2023 negative
Diaz: Fixed Daily Routines Cause Guilt When Entrepreneurs Fall Short
“What I find tends to happen, and I see this with so many entrepreneurs is that they then start feeling guilt and shame if they're not getting the results. From those daily practices that they felt the daily practices would give them.”
Dec 19, 2023 neutral
Mark Staus: Quitting Entrepreneurship Midway Leaves Founders Worse Off Than Never Starting
“A maxim of psychotherapy is that if you start, you move down rapidly into the valley of the shadow, so to speak, and if you stop at that moment, stop the therapy, you're actually worse off Than if you'd never begun. And I think that there's a lot of truth to t…”
Dec 19, 2023 neutral
Staus: Startups optimize analytics for cash flow survival, Fortune 1000 for EPS
“When I see an entrepreneur want to begin to use our analytics platform to model risk factors and cause and effect and all this kind of stuff, right? It's typically because if they make the wrong choice on something, it can really hammer their cash flow in some…”
Dec 19, 2023 neutral
Staus: Fortune 1000 CEOs play chess, while founders play contact sports
“My experience with very large Fortune 1000 CEOs and CFOs and people like that are that they are chess players. For the most part, I mean, there's always going to be some variance and all this, right? But in general, an entrepreneur is not a chess player. Right…”
Jan 9, 2024 negative
Cohen: Entrepreneurs Do Not Belong in Corporate Environments
“Entrepreneurs do not belong in a corporate environment. It is completely illogical to have an entrepreneur, creative, free thinker in, in, in an army of drones that have no soul, right? They just, you know, they shuffle around doing their job and they don't th…”
Jan 25, 2024 negative
Jan 30, 2024 negative
Jan 30, 2024 positive
Feb 6, 2024 positive
Fairweather: Balancing motherhood makes female entrepreneurs more successful and approachable
“We can still be, you know, really strong women in business, strong entrepreneurs, strong business owners, and I feel like it makes us more approachable. And I feel like it makes us more successful in certain areas of the business because we approach things wit…”
Feb 21, 2024
Feb 21, 2024 neutral
Feb 21, 2024 neutral
Sobiech: Scaling past 50 employees requires shifting to achieving goals through others
“There is a huge difference between getting to goals and accomplishing things on your own Which is what entrepreneurs have to do. And I don't care if it's, you know, five people or even, I think even 40, 50 people, you're still very much wearing that entreprene…”
Feb 21, 2024 positive
Sobiech: High-performing startup executive teams require a strict division of responsibilities
“It's hard, I think, for entrepreneurs to say, I no longer will be in this seat, because at that point, you actually become dependent or interdependent on someone else to get the job done, and it's scary to let, let that control out of your hands. But the only …”
Jul 10, 2024
Weisbrot: Founder anxiety persists whether generating zero dollars or twenty million
“You're going to have fear and anxiety, no matter if you're making zero dollars or twenty million dollars a day, the fear and anxiety you have just changes. The things you are afraid of change. When you're starting, your fear is I'm not going to be successful. …”
Aug 8, 2024
Aug 9, 2024 negative
Lacritz: Founders mistakenly believe investor relations is just always presenting good news
“I do see a lot of entrepreneurs that look at that relationship as I need to sell something to the investors. I need to show them always that everything is, is good. And that's, it's, I would say it's actually a small part of it.”
Oct 3, 2025
Shelton: Entrepreneurs Must Build Personal Liquidity for Inevitable Business Fires
“It would benefit everyone to practice living within their means so that they can accumulate some assets, accumulate some liquidity, and be in a position to put out the fire that's gonna, that's inevitably gonna happen, no matter what.”
Nov 11, 2025
Lazerow: Being a founder is much harder than being an investor
“Being a founder is so much harder. Investors have their own worries. We've done both. You got to raise money. You got to create a product that invest, that entrepreneurs like, but the existential dread of being an entrepreneur, of waking up and not knowing whe…”
Nov 11, 2025
Nov 11, 2025 positive
Dec 30, 2025 positive
Fallows: Entrepreneurs and High Earners Handle Sudden Wealth Better Than Athletes
“So I think, you know, if you, if you're coming from a background which is significantly more common for somebody who generates significant wealth as let's say an entrepreneur, or maybe you are a high paid employee at a tech firm, you're a high paid employee at…”
Mar 17, 2026 neutral