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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Buying & Selling SaaS Services

Buying & Selling SaaS Services

SHOW: 420 DESCRIPTION: Brian talks with Nicolas Vandenberghe (@NicolasVDB, Co-Founder at @ChiliPiper) about the buying and selling of SaaS services, how to streamline interactions, and how to better ...

23 Loka 201931min

From the Battlefield to the Boardroom

From the Battlefield to the Boardroom

SHOW: 419 DESCRIPTION: Brian talks with Sarah Catanzaro (@sarahcat21, Principal at @AmplifyPartners) about approaches to evaluate complex markets and business models. SHOW SPONSOR LINKS: Pricing...

16 Loka 201934min

Building a Cloud Practice in Azure

Building a Cloud Practice in Azure

SHOW: 418 DESCRIPTION: Brian talks with Joseph Landes, (@josephlandes, Chief Revenue Officer @GetNerdio) about the unique characteristics of the Azure Cloud, how MSPs are able to differentiate or par...

9 Loka 201934min

Developer Tools for Kubernetes

Developer Tools for Kubernetes

SHOW: 417 DESCRIPTION: Brian talks with Ellen Korbes (@ellenkorbes, Developer Relations at @garden_io) about the emerging sets of tools and frameworks to make it easier for application developers to ...

2 Loka 201938min

Dashboards, Metrics and Observability

Dashboards, Metrics and Observability

SHOW: 416 DESCRIPTION: Brian talks with Björn Rabenstein (Engineer at @Grafana) about the intersection of Dashboards, Metrics, Monitoring and Observability. SHOW SPONSOR LINKS: Digital Ocean Homepage...

25 Syys 201931min

Chaos Engineering and Team Health

Chaos Engineering and Team Health

SHOW: 415 DESCRIPTION: Brian talks with Paul Osman (@paulosman, SRE Engineering Manager @UnderArmour) about aligning business value to Chaos Engineering, measuring its impact, and changing team cultu...

18 Syys 201931min

Knative Serverless

Knative Serverless

SHOW: 414 DESCRIPTION: Brian talks with Sebastien Goasguen (@sebgoa, CTO/Co-Founder at @TriggerMesh) about the evolution of the Knative project. SHOW SPONSOR LINKS: Digital Ocean HomepageGet Started ...

11 Syys 201930min

Everything is a Little Bit Broken

Everything is a Little Bit Broken

SHOW: 413 DESCRIPTION: Brian talks with Heidi Waterhouse, (@wiredferret, Developer Advocate @LaunchDarkly) about the challenges of balancing stability and agility, from a technology perspective and a...

4 Syys 201935min

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