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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Discussing Service Mesh Architectures

Discussing Service Mesh Architectures

Show: 387 Description: Aaron and Brian talk with Armon Dadgar (@armon, Founder/CTO @HashiCorp) about the problems service mesh can solve, the underlying technologies, control plane vs. data plane con...

27 Helmi 201931min

Evolution of Public Cloud Integrators

Evolution of Public Cloud Integrators

Show: 386 Description: Aaron and Brian talk with Jeff Aden (@aden_jeff, Founder/EVP at @2ndWatch) about the evolution of 2ndWatch as a Cloud Integrator as AWS has grown and shifted their focus from s...

20 Helmi 201930min

Mid Career Job Changes

Mid Career Job Changes

Show: 385 Description: Aaron and Brian talk with Keith Townsend (@CTOAdvisor) about jobs around the IT industry, and the opportunities, challenges and trade-offs in making various types of mid-career...

15 Helmi 201941min

Multi-Cloud Security

Multi-Cloud Security

Show: 384 Description: Aaron talks with Harry Sverdlove (@TheSecureWord, Founder & CTO Edgewise Networks) about the evolution of security to embrace both a micro-services and multi-cloud world. Show ...

6 Helmi 201932min

A Serverless Look Ahead for 2019

A Serverless Look Ahead for 2019

Show: 383 Description: Aaron and Brian talk with Paul D. Johnston (@PaulDJohnston, Co-Founder ServerlessDays (creator of “Jeff”), CXO Serverless Consultant) about the current state of Serverless, S...

30 Tammi 201940min

An AI and ML Look Ahead for 2019

An AI and ML Look Ahead for 2019

Show: 382 Description: Brian talks with Sam Charrington (@samcharrington, Machine Learning & AI analyst, advisor & host of “This Week in Machine Learning & AI” podcast) about trends in the industry, ...

23 Tammi 201941min

An ITOps & Infrastructure Look Ahead for 2019

An ITOps & Infrastructure Look Ahead for 2019

Show: 381 Description: Brian talks with Ethan Banks (@ecbanks, co-founder of @PacketPushers) about the state of ITOps and Infrastructure heading into 2019. Show Sponsor Links: Datadog Homepage - Mod...

16 Tammi 201936min

A Cloud-Native Apps Look Ahead for 2019

A Cloud-Native Apps Look Ahead for 2019

Show: 380 Description: Brian talks with Jeff Meyerson (@the_prion, Host of @software_daily) about the state of Cloud-native application development heading into 2019. Show Sponsor Links: Datadog Hom...

9 Tammi 201930min

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