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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A VC's Perspective on AI and Security

A VC's Perspective on AI and Security

SHOW: 395 DESCRIPTION: Brian talks with Dr. Steve Herrod (@herrod, Managing Director at General Catalyst @gcvp) about the transition from CTO to VC, the role of AI and Security in today’s startups, t...

25 Huhti 201929min

Understanding Time-Series Database Patterns

Understanding Time-Series Database Patterns

SHOW: 394 DESCRIPTION: Brian talks with Evan Kaplan (@evankaplan, CEO of InfluxData) about why companies choose time-series databases, commons use-cases, how time-series patterns align to changing bu...

17 Huhti 201935min

Network Reliability Engineering

Network Reliability Engineering

SHOW: 393 DESCRIPTION: Brian talks with Matt Oswalt (@mierdin, NRE @JuniperNetworks) and Derick Winkworth (@cloudtoad, Product Marketing Manager @JuniperNetworks) about how networking has adapted to ...

10 Huhti 201942min

Navigating the Engineering Career Paths

Navigating the Engineering Career Paths

SHOW: 392 DESCRIPTION: Brian talks with Uma Chingunde (@the_umac, Engineering Manager at @Stripe) about engineering career paths as an IC or Manager, how managers can be effective mentors, job rotati...

3 Huhti 201935min

Real-World SRE Perspectives

Real-World SRE Perspectives

SHOW: 391 DESCRIPTION: Brian talks with Gustavo Franco (@stratus, Customer Reliability Engineer at Google) about real-world experience as SRE/SRE Manager and CRE Manager, a discussion about how to me...

28 Maalis 201935min

Exploring the SaaS Business Model

Exploring the SaaS Business Model

SHOW: 390 DESCRIPTION: Brian talks with Aneel Lakhani (@aneel, Go To Market Consultant and Advisor) about the difference between traditional Enterprise software and B2B SaaS offerings, how the sales ...

20 Maalis 201931min

AIOps for Security and Breach Protection

AIOps for Security and Breach Protection

SHOW: 389 DESCRIPTION: Brian talks with Adam Hunt (CTO and Chief Data Scientist at @RiskIQ) about the breadth of security breaches, how AI/ML can play a role if used properly, and immediate steps to ...

15 Maalis 201928min

New Tools for Cloud Native Developers

New Tools for Cloud Native Developers

Show: 388 Description: Brian talks with Eric Rudder (@ericrudder; Co-Founder and Executive Chairman @PulumiCorp) about the evolving tools and supply-chain for both developers and operations in a clou...

6 Maalis 201925min

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