Adam Outland

speaker

678 appearances 26 recordings 1 series first heard May 2024 last heard 13 Aug

Adam Outland’s voice in public audio — every appearance, attributed to the second.

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recordings per month · last 12 months

Recordings per month over the last 12 months — 9 in all, peaking in Jan 2026 with 5.

Appearances

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The Action Catalyst · The Octopus Organization, with Phil Le-Brun | (Leadership, Teams, Technology, Strategy) · 4 Aug 2026 podcast

You know, as you're saying that, I think of the difference between small and big business and what you lose as you scale.

So many companies lose that flexibility.

And what I hear you saying is you find ways to remain flexible within that.

100%.

In your journey, you talk about a little bit of like, what are some of the biggest mistakes leaders make in their journey of transformation?

And I want to ask, Phil, because so many people listen to the folks that we interview and they go, this is the person that always got it right.

And we all know it's not true intrinsically.

It's like, you know, you had to progress through some risk and failure in order to succeed and

You know, a big lesson that we want our listeners to continue to hear in every interview is that failure is the opposite of a bad thing as long as there's a lesson to it.

So for you, what were some of your failures or what were some of the learning moments that you've experienced?

Well, you know, as you're speaking to that, I think of the speed of change.

There is such a thing as change fatigue inside of an organization too, right?

And I'm curious, in your journey, what did you do to make sure that line of communication was as honest as it could be about how you led?

You know, one of your anti-patterns that I wanted to touch on is ownership.

It's something that's been a big buzzword in extreme ownership and the idea of getting ownership.

And, you know, I think there's some truth to every cliche or every pattern that's become popular.

You mentioned this idea of granting artificial ownership.

So talk about a little bit what that meant.

Yeah, Phil, this has been a really eye-opening conversation for me just to hear this in a different package, I think, in many ways from you.

A young version of yourself, Phil, if you could go back in time and have a conversation, what kind of advice or reflection would you provide the young you?

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