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 & AI News Trends for February 2025

Cloud & AI News Trends for February 2025

Brian Gracely and Brandon Whichard discuss the top stories in Cloud and AI from February 2025 including NVIDIA’s earnings, Hashicorp, Intel’s CEO trio, Developer Co-Pilots, and RIP Skype. SHOW: 903 ...

5 Maalis 202536min

Bathing in the Confusion around GenAI

Bathing in the Confusion around GenAI

Right now the news around GenAI seems scattered, all of the place, and confusing. Let’s dig into what’s working, what’s not, and where some future trends are heading. SHOW: 902 SHOW TRANSCRIPT: The C...

2 Maalis 202530min

Developer Assistance with Coding Co-Pilots

Developer Assistance with Coding Co-Pilots

Andrew Filev (@andrewsthoughts, Founder @zencoderai) talks about the state and future of developer coding co-pilots. SHOW: 901 SHOW TRANSCRIPT: The Cloudcast #901 Transcript SHOW VIDEO: https://youtub...

26 Helmi 202530min

What is your industry's DeepSeek moment?

What is your industry's DeepSeek moment?

We reached show #900!! We explore what happens when your industry experiences it’s DeepSeek moment, and how prepared you are across technology, organizational and economic changes. SHOW: 900 SHOW T...

23 Helmi 202521min

VMware Migrations

VMware Migrations

Madhura Maskasky (@madhuramaskasky, Chief Product Officer at @Platform9Sys) talks about the current state of the VMware virtualization market, thoughts on migrations, and factors to consider to speed ...

19 Helmi 202522min

How will AI impact your IT budget?

How will AI impact your IT budget?

As AI begins to make its way into the Enterprise, how will the experimentation, adoption and operations of AI impact 2025 and beyond IT budgets? SHOW: 898 SHOW TRANSCRIPT: The Cloudcast #898 Transc...

16 Helmi 202521min

The Path to Tech Executive Roles

The Path to Tech Executive Roles

Drew Saur (Founder, Drew Saur Coaching) talks about the state of the job market in 2025, how delivery and measurements have changed, how to stand out, and what to think about when interviewing for a n...

12 Helmi 202525min

Welcome to the Bi-Modal Cloud Era

Welcome to the Bi-Modal Cloud Era

After a decade of Bi-Modal IT discussion, we’ve now reached the era of Bi-Modal Cloud. Balancing traditional CPU-based cloud resources is now clashing with the demands of GPU-based AI cloud needs. Let...

9 Helmi 202527min

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