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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2023 Look Ahead with the CNCF

2023 Look Ahead with the CNCF

Chris Aniszczyk (@cra, CTO of @CloudNativeFdn) talks about the evolution of CNCF projects, major cloud-native trends, and managing the intersection of projects, users and vendors. SHOW: 690 CLOUD NEWS...

1 Helmi 202349min

New Technologies are Difficult to Explain

New Technologies are Difficult to Explain

While we all live in a world of constantly emerging and evolving technologies, sometimes new technologies are so different from the past that they are just difficult to explain the first time. SHOW: ...

29 Tammi 202333min

2023 Look Ahead to FinOps

2023 Look Ahead to FinOps

Matt Ray (@mattray, Senior Community Manager for OpenCost) talks about the evolution of FinOps, alignment between Eng and Finance, and FinOps best practices. SHOW: 688 CLOUD NEWS OF THE WEEK - http:/...

25 Tammi 202337min

Self Service and Org Charts

Self Service and Org Charts

Does any technology make sense if the organization surrounding it is misaligned? Let’s look at some examples of the right and wrong ways to align the technology organization with business results. SH...

22 Tammi 202335min

2023 Look Ahead to VC Funding

2023 Look Ahead to VC Funding

Aneel Lakhani (@aneel, Investor, @crane_vc Crane Venture Partners) talks about life as a VC, upcoming trends to look out for, and what to expect with rising interest rates in 2023. SHOW: 686 CLOUD NEW...

18 Tammi 202340min

The Decisions that VMware made

The Decisions that VMware made

VMware was one of the great IT successes, but their journey from start-up to behemoth was fraught with decisions that led to the Broadcom acquisition. How did they get here? SHOW: 685 CLOUD NEWS OF TH...

15 Tammi 202331min

2023 Look Ahead to AI/ML

2023 Look Ahead to AI/ML

Sam Charrington (@samcharrington, host @twimlai podcast) talks about the evolution of AI & ML in 2023, and the possibilities of ChatGPT. SHOW: 684 CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnot...

11 Tammi 202345min

How Microsoft Evolved

How Microsoft Evolved

The evolution of Microsoft under Satya Nadella provides a blueprint for how to transition companies from one focus to another. SHOW: 683 CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw CHECK ...

8 Tammi 202329min

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