entrepreneur

“Dozens of entrepreneurs have told me in the past that the weekend is their favorite part of the work week.”

“I think the biggest reason is, is that the cost of failure is getting as close to zero as it's ever been. I think that's part of why you're seeing more people become entrepreneurs.”

“In fact, when people ask me if they should go to law school, like as an entrepreneur, I often say the law school can be, if you get out of it, you know, it can be The like finishing school to be an entrepreneur.”

“You would ask every investor to start, what made you excited to take this meeting? And I just think it is the best lesson for entrepreneurs who think either They think they're great salespeople, or they're trying to figure out how to sell, and they haven't rea…”

“There's a lot of rhetoric for entrepreneurs just around like, you need to do whatever it takes to get done. You're a crazy one. You're a misfit, like hustle, hustle, hustle. And that's not necessarily for everybody. And you can be an entrepreneur without neces…”

“Entrepreneurs can be masochists. And that can look like resilience, which I just don't even, those are like, those things stand in such contrast to one another.”

“The fear of commoditization of business is totally driven by venture. It's not driven by entrepreneurs because every business you can build a moat around over time and you can build some resilience.”

“I think entrepreneurs should do everything in their power to not allow venture capitalists to come into their business. VCs don't generally understand how to run a business. They generally don't understand what your business needs are, and their incentives are…”

“I would say the biggest issue that I have that many entrepreneurs have is they are really bad at deleting tasks. They, even if they're good at delegating, sometimes they'll delegate tasks that actually shouldn't be delegated because the fastest way to do a tas…”

“Building an advisory board is one of the, I'd put it as one of the many distractions that entrepreneurs create to think that they're going to build a better business instead of just selling stuff to customers.”

“In my opinion, entrepreneurs who basically had a smaller exit compared to what they eventually launched, But in doing that small thing, it gives you a lot of freedom and breathing room to kind of focus on what you can do to create legacy, to create something m…”

“I mean, just like a big thing for entrepreneurs in general, targeting a core user that doesn't have money is not a great way to make money.”

“The difference is For me, like, 10,000 customers have to fire me for me to be out of a job. For other people, only one boss has to fire you when you have a W-II job.”

“Like, I think everybody gets the idea wrong that like entrepreneurs are like these like gun totem, like totally okay. Corral like betting everything all the time. Like it's the opposite of that. Like if I have a risk of ruin, I'm totally screwing up.”

“What I found is Really impressive entrepreneurs who have eight figure or nine figure businesses. They're super impressive, but they still are shaky when it comes to storytelling their business”

“They're able to go from the most zoomed out conversation about some unanswerable meta topic to the most micro discussion about their business, showing they understand it at the most fundamental level.”

“I believe there are so few examples in life where you can take riskless bets, meaning when you can do something that has a ton of asymmetric upside, meaning like something really cool could come out of the thing you're doing, but there is zero downside. And fi…”

“He says, I'll say this is such a common trait of great entrepreneurs. Almost all of them have this paranoid side. The side that makes them look over their shoulder as they're building their business. The side that makes them identify these small cracks before …”

“And I think you don't need to reach out to people 10 years ahead of you. They can just be people a year ahead of you. In fact, an entrepreneur getting started, I might be less useful then than somebody two years ahead of them that knows, like, the latest distr…”

“Newton taught us that an object in motion stays in motion, and an object at rest stays at rest, and nowhere does this feel more true in your bones than when you're running a business, which is why I think one of your most important jobs as an entrepreneur is t…”

“It's also why I think the perfect entrepreneur is a default optimist with low-grade paranoia because if you are a cynic or a pessimist, you will find every reason to not start a new business because, frankly, every new business idea has flaws that would give y…”

“I've always said how storytelling is an entrepreneur's greatest weapon. It is the tool that bridges vision with reality and gives employees, investors, and customers The conviction to hop on board even if it doesn't make total sense.”

“Delusion is defined as a, quote, false belief or judgment about external reality, but I actually think you need the exact opposite of delusion as a founder. I actually think the best founders prove that the rest of the world is delusional, stuck in their ways …”

“Being macro correct about an industry Is more important than being micro correct, especially as an investor, but also as an entrepreneur.”

“What I've learned is this is extremely commonplace for entrepreneurs. And, you know, in my 50 plus conversations with post-exit founders, I've kind of heard this same story over and over and over.”

“It is important for founders who have quote unquote made it to share them openly. Otherwise, the next generation will assume that their role models are perfect, which is harmful.”

“I think that limiting yourself to one round and let's call it 12 to 18 months of cash to figure out your product and get to product market fit and then be default alive is a very healthy constraint that most entrepreneurs would benefit from.”

“Me saying to entrepreneurs that You should never consider throwing in the towel on your business is really dangerous advice to give.”

“Doing what I am doing is likely not the optimal choice for most entrepreneurs.”