The Enterprise AI Show artwork

Technology · Massive Studios

The Enterprise AI Show

by Massive Studios

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 

Latest episodes

Showing 20 · updated from the feed

AI News for Mid-September 2026

Aaron and Brandon cover what the week's news means for enterprise buyers. They question whether Oracle's reported $664 billion backlog is durable demand or over

Sep 21
42 min

Building AI Agents That Support Enterprise Teams

Aaron interviews Diego Oppenheimer, general partner at the AIT Fund (the venture fund behind the AI Tinkerers builder community), about what it takes to move AI agents fr

Sep 16
39 min

Securing AI Agents in the Enterprise: NanoClaw, Zero Trust Guardrails, and Governance at Scale

Brian and Aaron interview Gavriel Cohen, co-founder and CEO of Nanoco and creator of the open-source agent framework NanoClaw, about securing AI agents in enterprise envi

Sep 13
45 min

How Open-Source is Reshaping the AI Infrastructure Stack

Aaron interviews David Aronchick, CEO @ Expanso (former PM lead for Kubernetes, Kubeflow co-founder, and open-source ML leader at Azure) about how open source is reshapin

Sep 9
42 min

Vitamins vs. Pain Killers vs. Whippets - The Enterprise AI Adoption Problem

Brian, Brandon, and Aaron discuss enterprise AI adoption using the sales analogy of whether AI is a “vitamin” or a “painkiller,” arguing that successful transformation st

Sep 6
22 min

AI News of the Month - August 2026

Aaron, Brian, and Brandon cover major stories including NVIDIA’s record quarter and continued growth forecasts, alongside concerns about declining free cash flow and cust

Sep 2
38 min

AI Watermarking: Compliance Theater or Real Provenance Tool

SUMMARY: Brian, Brandon, and Aaron focus on AI watermarking, driven largely by EU transparency requirements, and discuss how approaches like token-selection patterns can

Aug 30
17 min

Your AI Project Doesn't Need More Agents

SUMMARY: Brandon speaks with Rich Ziade, co-founder and CEO of Aboard, about why enterprise AI projects fail without real discovery, why "agents" have been oversold as a

Aug 26
38 min

NVIDIA's Pivot from Chipmaker to Financier

SUMMARY: Brian, Brandon, and Aaron discuss news about Nvidia’s reported $105B backing of OpenAI’s Ohio data center and what it implies for GPUs as an “asset class” and en

Aug 23
23 min

Own Your AI Weights or Rent Them?

SUMMARY: Brandon and Aaron discuss the pros and cons of owning or renting your model weights. What does that mean for the Enterprise, and what should you be considering?

Aug 19
16 min

Will OSS Models Take Over?

SUMMARY: This episode is the second part and explores the flip side of OSS models. Last episode, we discussed the potential decline; this episode, we’ll talk about the po

Aug 16
17 min

Are We Seeing The End Of OSS Models?

SUMMARY: In this episode, Aaron and Brandon explore the potential decline of open-source models in AI, discussing market trends, financial challenges, and the future of O

Aug 12
17 min

The Zitron Bear Case: What's Right, What's Wrong?

SUMMARY: In this episode, Aaron and Brandon tackle the provocative critiques of AI by Ed Zitron, a vocal opponent in the tech industry. They delve into the bear case agai

Aug 9
16 min

Do You Even Need That Trillion-Parameter Model?

SUMMARY: We continue our Models and Money series. In this episode, Brian and Aaron explore the current state and future of AI models, focusing on model size, model harnes

Aug 5
15 min

AI News of the Month - July 2026

SUMMARY:  Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard) discuss the biggest AI news stories from the month of July 2026.  SHOW: 1050 SHOW TRANSCRIPT: The

Aug 2
46 min

How AI Stacks are rewriting the Rules of Business

SUMMARY: Brian speaks with Dave Vellante, Co-Founder/CEO theCUBE, about how AI is changing the entire tech stack, the evolution of systems of intelligence, and how the co

Jul 29
40 min

When Will the Models be Good Enough?

SUMMARY: Brian and Aaron explore the current state and future of AI models, focusing on model size, model harnessing, and intelligent model routing. They discuss whether

Jul 26
19 min

AI's Impact on Trust and Brand

SUMMARY: Brian talks with Melissa Rosenthal from Outlever about the intersection of AI, brand, and marketing. They explore how AI impacts trust, brand consistency, and op

Jul 22
25 min

What is a Behavioral Agent Automation Platform?

SUMMARY: Steven Walchek, CEO at Liminal, discusses secure AI enablement for regulated industries and why most enterprises are stuck in perpetual AI pilots. We explore the

Jul 19
34 min

Does FinOps need an update for the AI world?

SUMMARY: On today’s "Models and Markets" - we explore about the FinOps experience from Cloud is having to adapt to the changing demands of Enterprise AI.  SHOW: 1045 SH

Jul 15
14 min

Chart trend

Position in the Technology chart (US), last 90 days.

#150
all-time peak
84
days in the top 200 since Nov 2024

Chart positions

Where The Enterprise AI Show ranks today in each Apple Podcasts chart (US, Sep 22, 2026).

#189 NEW Technology US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

I am just getting started on my cloud career and was recommended this podcast. It hasn’t been a disappointment in any ways. The information is relevant and presented in a way that the hosts clearly demonstrate the experience and acumen. I just finished the end of year wrap up and I was surprised that the hosts were thinking people would have not be tuned into the end of the show. I listened to the whole thing and was surprised when the show was concluding. I look forward to their shows for 2023

Nublado Arquiteto · Jan 2023

The January 2023 Platform Engineering pod is exactly what people want and need to hear right now. The new metric is how invisible are you! This one was spot on. Thanks for the actionable content!

TBobys · Jan 2023

Enjoy listening…. Brian and Aaron are very knowledgeable on the cloud industry and provide helpful insight into where it is going.

Scroll over · Nov 2022

The Cloudcast has quickly become a favorite in my feed! I'm consistently impressed by the engaging conversations, insightful content, and actionable ideas. I truly learn something every time I listen! Keep up the amazing work Brian and Aaron!🙏

LisaIsHereForIt · Mar 2022

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