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 every Wednesday and Sunday.


Topics: Enterprise AI strategy · The AI Economy · LLMs in production · AI leadership · Agentic AI · Digital Sovereignty · Machine Learning · AI startups · Cloud Computing

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Cloud News of the Month

Cloud News of the Month

Welcome to the inaugural Cloud News of the Month. Aaron and Brian talk about the biggest tech stories from January 2024. SHOW: 793 CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw NEW TO CLOUD? ...

7 Helmi 202448min

Bundling, Unbundling and Ensh*tification

Bundling, Unbundling and Ensh*tification

Some say the Internet has gone to sh*t. Between bundling and unbundling, how does “ensh*tification” happen, and are there ways to prevent or reduce it? SHOW: 792 CLOUD NEWS OF THE WEEK - http://bit.ly...

4 Helmi 202430min

VCs and Open Source and Funding

VCs and Open Source and Funding

Aneel Lakhani (@aneel, Investor, @crane_vc Crane Venture Partners) talks about the challenges of VC funding and building profitable companies based on open-source software. SHOW: 791 CLOUD NEWS OF TH...

31 Tammi 202433min

 Harnessing AI for Enterprise Adoption

Harnessing AI for Enterprise Adoption

Every company is trying to figure out how to harness the power of AI. Let’s look at some frameworks to accelerate innovation, allow for experimentation, and manage long-term success. SHOW: 790 CLOUD N...

28 Tammi 202432min

Wiring the Winning Organization

Wiring the Winning Organization

Gene Kim (@RealGeneKim, Author, Organizational Operations Researcher) talks about the challenges of organizing a team, group, or company to be successful in simple and complex tasks. SHOW: 789 CLOU...

24 Tammi 202437min

Technology Shifts vs. Drifts

Technology Shifts vs. Drifts

Lots of trends happen in technology, but which ones of them are significant changes vs. just adjacencies to previous trends. Let’s explore technology shifts vs. drifts. SHOW: 788 CLOUD NEWS OF THE WE...

21 Tammi 202424min

AWS vs. Azure

AWS vs. Azure

Brian and Brandon Whichard (@bwhichard, @SoftwareDefinedTalk) talk about comparing AWS vs Azure, evaluating alternatives and what changes over the next 3-5 years. SHOW: 787 CLOUD NEWS OF THE WEEK -...

17 Tammi 202435min

Is 2024 the Year of Accountability?

Is 2024 the Year of Accountability?

Return to Office, Layoffs, Acquisitions,and Shareholder Accountability are dominating the worker-level discussions in early 2024. Let’s dig into what’s really happening. SHOW: 786 CLOUD NEWS OF THE W...

14 Tammi 202425min

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