TE The Enterprise AI Show

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The Enterprise AI Show

The Enterprise AI Show explores the AI journey for Enterprise companies around the world. [formerly The Cloudcast] As the AI revolution moves from experimentation to execution, The Enterprise AI Show provides the clarity needed to lead. Join Aaron Delp and Brian Gracely as they explore the intersection of generative AI, enterprise systems, and global business strategy. Each episode features clear-headed conversations with the people making actual decisions—founders, investors, and practitioners—focusing on the technical architectures and business models that drive real-world ROI.New shows ever...

Website ↗ Last published 1 November 2026 329 posts collected by Sputnik

Said on The Enterprise AI Show

“At the very beginning, an exponential line and a linear line look the same. When you draw them at the beginning, it's the same slope, and only over time does it reveal itself. I don't think anyone really knows what's going to happen, but we are definitely, as an economy, about to make this huge bet.” — Brandon Whichard, The Enterprise AI Show
Brandon Whichard · 1 Nov 2026 Listen →
“This is probably the first major IPO in history that has absolutely no regulation, but has an entire section that says, oh yeah, and we could destroy the world or be massively damaging to all sorts of things. People are just like, oh yeah, okay, that's a checkbox.” — Brian Gracely, The Enterprise AI Show
Brian Gracely · 1 Nov 2026 Listen →
“Probably a lot of the software can be written. But any large organization is a group of people, and actually rewriting the software may not be the hardest part. This is the thing most of us learn over and over again: it turns out the people are the hard part.” — Brandon Whichard, The Enterprise AI Show
Brandon Whichard · 1 Nov 2026 Listen →
“You have like Sam Altman, who's just always telling you that like it's going to be bigger and better than ever before… And you have Anthropic, who's almost opposite, is like, this is so good. I can't tell you anything, which in turn is a great story… So it's like you have two opposite, but like inadvertent storytellers driving valuations. And it's like hard to prove them wrong in any meaningful way at this moment.” — Brandon Whichard, The Enterprise AI Show
Brandon Whichard · 18 Oct 2026 Listen →
“There's just no way that you can make a system that consists of a stack of software all the way down to the silicon secure. You just can't do it. You can find holes and plug them and just hope that you find holes and plug them before an adversary finds the hole and exploits it… And especially in the era of AI… you're really gambling that your AI is more powerful than your adversary's AI.” — Dominic Williams, The Enterprise AI Show
Dominic Williams · 12 Oct 2026 Listen →
“If you legitimately thought that there was a ten percent chance that this would wipe out humanity, I think most people would immediately pave the Earth and salt it so that nothing would ever grow. That is not an acceptable level of risk.” — Stephen O'Grady, The Enterprise AI Show
Stephen O'Grady · 7 Oct 2026 Listen →

Hosts

The Enterprise AI Show is hosted by Brian Gracely , Aaron Delp and Brandon Whichard .

Recent Episodes

  1. 1 Nov 2026

    AI & Cloud News - End of October 2026

  2. 28 Oct 2026

    OpenClaw Enterprise: Making AI Agents Safe for the Enterprise

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  3. 25 Oct 2026

    Confidence or Con? The Psychology of Tech’s Boldest Leaders

  4. 21 Oct 2026

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    With Dan Manges

  5. 18 Oct 2026

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  6. 14 Oct 2026

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  7. 12 Oct 2026

    A Cloud Nobody Owns: Sovereign Infrastructure for the Agent Era with Dominic Williams

    With Dominic Williams

  8. 7 Oct 2026

    The New, New Kingmakers: Agents, Developers, and the Future of Software with Stephen O'Grady

    With Stephen O'Grady

  9. 4 Oct 2026

    AI News for End of September 2026

  10. 30 Sep 2026

    The Anthropic IPO?

  11. 27 Sep 2026

    The OpenAI IPO?

  12. 23 Sep 2026

    How Do Regulated Enterprises Deploy Private, Secure AI?

    With Ivan Lee

Guests

Ieva Jonaityte (2 episodes), Derek Carr , Dan McConnell , Siqi Chen , Tim Crawford , Forrest Brazeal , Soham Mazumdar , Uri Haramati , Brad Winett , Todd Robinson , Julian LaNeve , Andrew Filev , and 115 more.