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Brian Halligan: evaluation

15 Feb 2026 Lenny's Podcast Sequoia CEO coach: Why it’s never been easier to start a company, and never been harder to scale one | Brian Halligan (co-founder, HubSpot)

“Baseball's also deeply flawed, it doesn't have a salary cap. And so, you've got the Dodgers, who I take my hat off to, have a $400 million payroll, and then Miami Marlins with a 100 million dollars payroll, and in other leagues that all kind of balances out pretty well, baseball, it's set up incorrectly.”

— Brian Halligan

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Everything needed to verify it.

Speaker
Brian Halligan
Attribution
Verified speaker
Claim type
evaluation
Recorded
15 Feb 2026
Publisher
Lenny's Podcast

Transcript context

…Same. Okay, last question, we talked a bit about the Red Sox, you're a part owner of the Boston Red Sox now. What's something that would surprise people about how a baseball team is run, or just what it's like on the inside of a team like the Red Sox? It's not as profitable as people think. People think these rich guys come in and buy these teams, but the way the [inaudible 01:12:34] is set up and the way the economics are set up, it's not a profitable endeavor. Whereas, other leagues are much, much more profitable. Baseball's also deeply flawed, it doesn't have a salary cap. And so, you've got the Dodgers, who I take my hat off to, have a $400 million payroll, and then Miami Marlins with a 100 million dollars payroll, and in other leagues that all kind of balances out pretty well, baseball, it's set up incorrectly. I think it'll correct in the next couple of years, but it's a broken model. Intriguing. Stay in AI [inaudible 01:13:17] if you want to make money is what I'm hearing. Vertical SaaS. Brian, this was incredible, covered almost everything I was hoping to cover. Two final questions, where can folks find you online if they want to reach out, where do they find the bot? How do they work with you if they wanted to? Or do I have to be a Sequoia founder? And then how can listeners be useful to you?…

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