Ben Gilbert
Correspondent
5
APPEARANCES
5
PODCASTS
012
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Sep 14, 2026
The AI Slowdown Debate | Nico Wittenborn, Scott Keogh, Mitchell Green, David Rosenthal & Ben Gilbert, Faraj Aalaei
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144:38Ben GilbertGUEST
You know, a lot of the smaller contractors, residential GCs, they're already Home Depot is their primary just-in-time supply, and increasingly, like, their main supplier.
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144:51Ben GilbertGUEST
But if you think about, like, really big builders, multifamily, commercial, you know, cranes, all, uh, big stuff, um, historically Home Depot has not been penetrated into that.
Disney's Biggest Swings and Misses, Plus Iger vs. Eisner—With the Acquired Guys
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13:45Ben GilbertGUEST
Uh, and then two, you're right, they're probably five years too late to launching their own streaming service 'cause imagine the subscriber count that Disney+ could've been at.
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13:52Ben GilbertGUEST
Let's say where they were, COVID accelerated a lot, so let's, let's not say five years, but let's say they could've been at the current numbers by 2023 instead of 2026, then they could've started doing this bundling thing that they're obsessed with now, and that everybody's getting obsessed with now, earlier.
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14:08Ben GilbertGUEST
And assuming the future of Netflix and the future of Disney are, are both being the distributor and then getting other people to distribute their content on their streaming bundle, uh, they could've been in a, a better position, whereas now it feels, uh, very reactive, and there's a, a danger that it is creating brand risk to, to put all these other things so close to, uh, Disney IP.
7 MINS LATER
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21:40Ben GilbertGUEST
... sports networks, so it ends up being, like, s- high 40s or something like that.
How Microsoft is scaling legal with AI: AI Now Episode 4
7:48

Bryony EvansHOST
But I think one of the challenges that we see in organizations is, how do you help to drive the uptake of those use cases or the initiatives around AI, and think about what those accelerators might be? Do, do you have sort of ways that you accelerate uptick of d- uptake of different AI uses, or maybe on the flip side, are there blockers that you have to really keep an eye out to overcome?
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8:16Ben GilbertGUEST
At a really high level, um, our approach is to bring in a culture that rewards curiosity and experimentation.
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8:26Ben GilbertGUEST
Um, it redefines failure within appropriate guardrails and kind of drives that psychological safety, and that, that's gotta be the platform by which, uh, you start.
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8:36Ben GilbertGUEST
I think from a, from a blocker perspective, people are time poor, especially lawyers.
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8:42Ben GilbertGUEST
And so unless you, um, incentivize and create space for learning, you're probably not gonna have much luck.
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8:52Ben GilbertGUEST
The other thing is that we all have muscle memory, and if you don't create a repetitive, um, strategy and, and, uh, reinforcement, then that muscle memory very quickly snaps back to the way that you've always done things.
5 MINS LATER
Here's What It Takes to Make a Great Company
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32:38Ben GilbertGUEST
But I will say, though, I think if, if your goal is how do I start a trillion-dollar company? How do I start one of the 30, 40, 50 most important, largest, most successful, durable companies on the planet? Founder-led companies have a much higher probability of being that.
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33:01Ben GilbertGUEST
You look at Hermès, this is a, you know, what is it, 150-year-old company? The original founder is not gonna be the person running that.
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33:08Ben GilbertGUEST
But close control is a key to the success of that business and so many others, where, uh, th- they control their own destiny.
6 MINS LATER
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39:19David RosenthalGUEST
And then it's just, you know, can you navigate that crisis and emerge on the same or better, you know, to- compounding trajectory that you were before.
Acquired Podcast on the NFL (with Ben Gilbert and David Rosenthal)
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56:57Ben GilbertGUEST
Whenever you're watching football, it kinda looks like somehow the camera is at or near the line of scrimmage.
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57:02Ben GilbertGUEST
Well, when it was at the 50, whenever you'd be starting in the red zone, it's really this oblique angle to be watching the play, so they put two more cameras on the 25-yard line so now you're always looking at or near the line of scrimmage head-on.
21 MINS LATER
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78:31speaker_12UNKNOWN
Oh, really?


