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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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 Jan 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 Jan 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 Jan 201930min

A DevOps Look Ahead for 2019

A DevOps Look Ahead for 2019

Show: 379 Description: Brian talks with Josh Atwell (@Josh_Atwell, Sr. Technology Advocate @Splunk and co-host of @SpeakingInTech) about the state of DevOps and NewOps heading into 2019. Show Sponso...

3 Jan 201927min

2018 Year in Review

2018 Year in Review

Show: 378 Description: Aaron and Brian review the biggest news, trends and topics of 2018. Show Sponsor Links: Datadog Homepage - Modern Monitoring and AnalyticsTry Datadog yourself by starting a fre...

31 Dec 201851min

CI/CD and Drone.io

CI/CD and Drone.io

Show: 377 Description: Aaron talks with Brad Rydzewski (@bradrydzewski, Co-Founder of Drone.io) about the current state of CI/CD in our industry. Show Sponsor Links: Datadog Homepage - Modern Monito...

21 Dec 201824min

Application Delivery and Snapt

Application Delivery and Snapt

Show: 376 Description: Aaron talks with Dave Blakey, CEO and Founder of @SnaptADC, about the international startup scene, the evolution of application delivery and the emerging trends around the inte...

13 Dec 201828min

Serverless Management and Knative

Serverless Management and Knative

Show: 375 Description: Brian talks with Mark Hinkle (@mrhinkle) and Sebastien Goasguen (@sebgoa), Co-Founders of @TriggerMesh, about the evolution of serverless and functions-as-a-service in the Kub...

6 Dec 201829min

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