Stewart Butterfield

OTA LEADERSHIP INDEX

Stewart Butterfield

783
LINES ON RECORD
12
APPEARANCES
9
SHOWS
2015–2025
ON RECORD

ARCHETYPE

The Pioneer

The frontier and an appetite for the unknown, goes first.

Stewart Butterfield emerges in this interview as a Pioneer, someone who has repeatedly navigated the frontier of technological transformation and carries hard-won pattern recognition about how new platforms reshape work and human behavior.

IN THEIR WORDS, WHY PIONEER

Almost everyone in the room, I had personally convinced that they should come work at this company, that they should accept our stock options, that they should believe in the project, that they should believe in me. And so it's... Like it's humiliating.

HOW I BUILT THIS WITH GUY RAZ

I think we were. You go through a trauma with a group of people and you really get bound to them. It makes you very close. And so I think we all wanted to continue to work together.

HOW I BUILT THIS WITH GUY RAZ

I said that there were good parts as well. And I got to say, you know, I use the bootcamp analogy in a deliberate way. I learned an amazing amount. Some of it was negative lessons, like, you know, don't do this. But a lot of it was positive lessons. And it also was just really eye-opening.

HOW I BUILT THIS WITH GUY RAZ

Yeah, they had restored an old lock cabin that was built around the turn of the last century. Didn't have running water until I was three, didn't have electricity until I was four. It was actually a funny story of my mother's father who came from Poland to Montreal in between World War I and World War II, coming to visit them.

HOW I BUILT THIS WITH GUY RAZ

ODD LOTS

Odd Lots: “Slack Founder Stewart Butterfield on AI, Software, and the End of the Tech Boom”

LISTEN AT THE SOURCE ↗
Stewart's full six-dimension Leadership Index profile is held pending their validation. The archetype shown is the OTA analyst-rated read. How we read a leader →

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