795 memorable quotes from Lenny's Podcast guests
“You have to allocate sometimes to these high risk, high reward ideas.”
“We are often humbled by how bad we are at predicting the outcome of experiments.”
“If something is anecdotal, don't trust it. If there was an experiment, give it some bit of trust.”
“The importance of dialogue, the importance of skepticism is valuable in so much more than esoteric armchair ponderings.”
“We're at a really, really unique time in human history where we actually get to witness the advent of a brand new medium.”
“I try to make sure that we're always reserving some capacity for bold, audacious experimental research projects.”
“All strategy is problem solving.”
“A strategy is a design for overcoming a high-stakes challenge.”
“Don't call it strategy, call it an action agenda.”
“You can always raise venture later. Like it's a one-way door, so I kinda wanna delay that door.”
“Building is the most fun, so creating something is whether it's a company ... I don't know what it is.”
“Cities are kinda like a product.”
“You can patch a bug, but you can't patch a brain.”
“Guardrails don't work, they just don't work. They really don't work.”
“Guardrails do not work. If someone is determined enough to trick GPT-5, they're going to deal with that guardrail.”
“You're generally speaking, not going to close the deal on the first time through the pipe. If you have a 30% win rate, that's pretty great.”
“Don't be afraid of sales. There's a lot of people out there who would love to tell you a story that it's magical or like, 'Oh, you've got to be a born seller,' and it's really not.”
“Sales organizations are just revenue factories, so if you want to think about systems thinking and processes, but in a way that's not a textbook, it's absolutely fantastic.”
“When you're looking for a job, you need a spear and not a net.”
“Everyone, I mean everyone, feels insecure and anxious in the job search.”
