Should You Start a Company? The Honest Truth
My First Million episode 778 in which Sam Parr talks with Brian Halligan, co-founder and former CEO of HubSpot, about the highs and lows of building the company. Brian grades his own enjoyment by company size, saying he had what he calls CEO market fit between 10 and a thousand employees and enjoyed the larger stage less. He says founder work is at least a 996 schedule, that about 90 percent of the time things are broken, and that he still feels imposter syndrome. Chapters in the description also cover whether it ever stops sucking, whether the trade offs were worth it, whether AI is a bubble, whether you have to be liked, what he would do if he had to start over, and what he got wrong. Sponsors named in the description: HubSpot, Somewhere, Mercury and Beehiiv. PARTIAL COVERAGE: the captions cover the opening chapters in detail, and later chapters such as starting over and what he got wrong are named by title only. All views are Brian's and Sam's own and are not independently checked. Nothing here is medical, mental-health, financial or legal advice.

Executive Summary (TL;DR)
My First Million episode 778 in which Sam Parr talks with Brian Halligan, co-founder and former CEO of HubSpot, about the highs and lows of building the company. Brian grades his own enjoyment by company size, saying he had what he calls CEO market fit between 10 and a thousand employees and enjoyed the larger stage less. He says founder work is at least a 996 schedule, that about 90 percent of the time things are broken, and that he still feels imposter syndrome. Chapters in the description also cover whether it ever stops sucking, whether the trade offs were worth it, whether AI is a bubble, whether you have to be liked, what he would do if he had to start over, and what he got wrong. Sponsors named in the description: HubSpot, Somewhere, Mercury and Beehiiv. PARTIAL COVERAGE: the captions cover the opening chapters in detail, and later chapters such as starting over and what he got wrong are named by title only. All views are Brian's and Sam's own and are not independently checked. Nothing here is medical, mental-health, financial or legal advice.