Massive Studios

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 e...

Author

Massive Studios

Category

Technology

Podcast website

www.enterpriseai.show

Latest episode

Jul 8, 2026

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Episodes

Big Announcements or BIG Announcements? 26.01.2025

At a time when many AI and Cloud announcements are happening, how can we determine which ones are important, disruptive, or just me-too?  SHOW: 892 SHOW TRANSCRIPT: The Cloudcast #892 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW NOTES: Brian Gracely on Software Define...

SaaS Pricing & Startup Monetization 22.01.2025

James D. Wilton (@jamesdwilton, Managing Director, @Monevat ) talks about pricing strategies for SaaS products and organizations as well as his new book, Capturing Value: The Definitive Guide to Transforming SaaS Pricing and Unshackling Growth SHOW: 891 SHOW TRANSCRIPT: The Cloudcast #891 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-c...

What would an AI-First CIO do? 19.01.2025

In the 2010s, many CIOs adopted a Cloud-First strategy for building their digital services and skills. So how would a CIO build an AI-First strategy in today’s world? SHOW: 890 SHOW TRANSCRIPT: The Cloudcast #890 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW NOTES: Cap...

The Ethics of Using AI Tools at Work 15.01.2025

Brian and Michael Cote (@cote, Co-Host @SoftwareDefinedTalk) talk about the ethics of using AI at for internal and external facing work. SHOW : 889 SHOW TRANSCRIPT : The Cloudcast #889 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS"   SHOW NOTES: Software Defi...

Does your CEO know what your group does? 12.01.2025

Does your boss’ boss know what your group does? How far up the org chart is it before your group is unknown? Let’s look at ways that your group can make sure it has visibility up the ranks of your management team.  SHOW: 888 SHOW TRANSCRIPT: The Cloudcast #888 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCA...

Career Advice in 2025 08.01.2025

As we start in 2025, we wanted to offer advice on job searching and evaluating roles. The market and the interviewing process have shifted; what do you need to know in 2025 if you seek a new opportunity? SHOW: 887 SHOW TRANSCRIPT: The Cloudcast #887 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PO...

The Cloudcast #886 - Reflections, Resolutions and Beginning 2025 05.01.2025

As a new year is upon us, let's make a checklist of the most important areas to focus upon to make Q1 successful and set up the rest of 2025 for success.  SHOW: 886 SHOW TRANSCRIPT: The Cloudcast #886 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW NOTES: SOME TIPS,...

Auth in the Age of AI Agents 01.01.2025

Jake Moshenko (@jacobmoshenko, CEO of @AuthZed) talks about the challenges of securing AI interactions, as well as authentication best-practices for AI Agents and RAG patterns.   SHOW: 885 SHOW TRANSCRIPT: The Cloudcast #885 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST...

2024 Year-End Review and 2025 Predictions 25.12.2024

It’s that time of the year again. Brian and Aaron wrap of the year in Cloud and AI, and make predictions for 2025. SHOW: 884 SHOW TRANSCRIPT: The Cloudcast #884 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW NOTES: Cloud + AI News of the Year 2024 (shows,...

Evaluating Market Changing Trends 22.12.2024

If AI is going to be the next big trend in tech and impact every aspect of society, how do you go about trying to evaluate where it is today and where it might be in a few years or a decade? SHOW: 883 SHOW TRANSCRIPT: The Cloudcast #883 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASI...

2024 Year End Mailbag 18.12.2024

It’s that time of the year… Aaron and Brian answer emails and questions for the second half of the year. SHOW: 882 SHOW TRANSCRIPT: The Cloudcast #882 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW NOTES: Question 1 - There was a lot of talk about Broadcom...

Does the AI startup ecosystem need Yacht Rock infrastructure? 15.12.2024

In the late 70s and early 80s, a music revolution started because a bunch of talented musicians played on 100s of albums, behind the scenes. Would the AI startup community benefit from a similar infrastructure of experts? SHOW: 881 SHOW TRANSCRIPT: The Cloudcast #881 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NE...

Reacting to the AWS re:Invent Keynote 11.12.2024

The 2024 AWS re:Invent happened, with a new CEO, and an appearance by a previous CEO. What were the big announcements, trends and stories coming out of the keynote? SHOW: 880 SHOW TRANSCRIPT: The Cloudcast #880 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS"  ...

Reviewing "AI Eats the World" 08.12.2024

How are the largest VCs viewing the early stages of the AI Era, from the perspective of investment, technology moats, economics, early adoption and future use-cases.   SHOW: 879 SHOW TRANSCRIPT: The Cloudcast #879 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW NOTES: AI...

Cloud News of the Month - November 2024 04.12.2024

Brian Gracely, Aaron Delp, and Brandon Whichard discuss the top stories in Cloud and AI from November 2024 including the breaking news of Pat Gelsinger's Thanksquitting departure from Intel. SHOW: 878 SHOW TRANSCRIPT: The Cloudcast #878 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST -...

The Pros and Cons of Living in Silicon Valley during the AI Boom 01.12.2024

As the AI era emerges, the debate about the best place to live to take advantage of it for your career has started up again. Is Silicon Valley still the best place to live when a new trend starts? SHOW: 877 SHOW TRANSCRIPT: The Cloudcast #877 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAS...

Using GenAI for DevSecOps 27.11.2024

Andrew Manoske (@a2d2, VP Products @Kindo)  talks about the intersection of GenAI and DevSecOps, the WhiteRabbitNeo model, and learning adversary behavior. SHOW: 876 SHOW TRANSCRIPT: The Cloudcast #876 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW SPONSOR...

Searching for the Netflix of the AI Era 24.11.2024

In the Cloud Era, Netflix was held up as the lighthouse for what was possible with cloud. So who is the Netflix of the AI era, and are we learning enough about AI yet? SHOW: 875 SHOW TRANSCRIPT: The Cloudcast #875 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW SPONSOR:...

Building AI Models for IT Operations 20.11.2024

Sunil Mallya (@sunilmallya, Co-Founder & CTO @_FlipAI ) talks about building AI models to help IT Operations teams simplify troubleshooting, incident response and pattern detection.  SHOW: 874 SHOW TRANSCRIPT: The Cloudcast #874 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLO...

Times of Uncertainty lead to eras of Creativity 17.11.2024

It’s not a reach to say that we’re currently in a time of uncertainty, across technology, economic and political spectrums. But historically, times of uncertainty have often led to unexpected creativity.  SHOW: 873 SHOW TRANSCRIPT: The Cloudcast #873 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "...

Multi-Cloud Network Observability 13.11.2024

Rosalind Whitley (Dir. Product @Kentikinc) and Ethan Smith (Staff SRE @ An Enterprise Security Company) talk about network observability, the evolution of SRE for networking, flow analysis, and the complexity and tradeoffs or network design and operations at scale. SHOW: 872  SHOW TRANSCRIPT: The Cloudcast #872 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK -...

13 Tech Communication Tips after the Election 10.11.2024

While there will be plenty of evaluation of how the 2024 US elections played out, we take a look at 13 tips that we can learn from the campaigns that can be used for tech communications. SHOW: 871 SHOW TRANSCRIPT: The Cloudcast #871 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS&q...

Cloud News of the Month - October 2024 06.11.2024

Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard) discuss the top stories in Cloud and AI from October 2024. SHOW: 870 SHOW TRANSCRIPT: The Cloudcast #870 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST - "CLOUDCAST BASICS" SHOW SPONSOR: While data may be shaping our wor...

Improving Developer Productivity with AI Coding Assistants 30.10.2024

Keri Olson (@ksolson20, VP AI for Code at @IBM) talks about coding assistants across the software development lifecycle, the future of agents, and domain-specific assistants. SHOW: 869 SHOW TRANSCRIPT: The Cloudcast #869 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST:   "CLOUDCAST BASI...

The Most Audacious Sales Pitch Ever 26.10.2024

When you’re asking VCs for $6B+, you probably need to promise more than normal returns. So let’s just change all of humankind over the next 5-10 years. Seems simple enough.  SHOW: 868 SHOW TRANSCRIPT: The Cloudcast #868 Transcript SHOW VIDEO: https://youtube.com/@TheCloudcastNET   CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotw CHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS" SHOW NOT...

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