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The Enterprise AI Show

Massive Studios
The Enterprise AI Show
Latest episode

1077 episodes

  • The Enterprise AI Show

    AI News of the Month - June 2026

    07/01/2026 | 31 mins.
    SUMMARY:  Brian Gracely (@bgracely) and Aron Delp (@aarondelp) discuss the biggest AI news stories from the month of June, 2026. 
    SHOW: 1041
    SHOW TRANSCRIPT: The Enterprise AI Show #1041 Transcript
    SHOW VIDEO: https://youtu.be/SXmPOgE5jGk
    SHOW SPONSORS:
    Nasuni - Activate your data for AI and request a demo
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    SHOW NOTES:
    Links to all the AI News covered in this month’s show
    FEEDBACK?
    Email: show @ the enterprise ai show dot come
    Bluesky: @TheEntAIShow.bsky.social
    Twitter/X: @TheEntAIShow
    Instagram: @TheEntAIShow
  • The Enterprise AI Show

    Enterprises are concerned about AI Costs, Governance and Trust

    06/28/2026 | 28 mins.
    SUMMARY: As AI within the Enterprise matures, we look at 10 concerns and challenges that are still causing Chief AI Officers to worry about success in the future. 
    SHOW: 1040
    SHOW TRANSCRIPT: The Enterprise AI Show #1040 Transcript
    SHOW VIDEO: https://youtu.be/RyB4m17YK_4
    SHOW SPONSORS:
    Nasuni - Activate your data for AI and request a demo
    OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    SHOW NOTES:
    THESIS: After spending time with a number of Enterprise companies, what are a list of challenges and concerns they still have in implementing GenAI across a broad set of use-cases within the Financial Services industry?
    Everybody started with what was available (e.g. CoPilot)
    Enterprise implementations (now) aren’t autonomous
    Rising costs are the looming concern
    Governance is a rising concern
    Measurements of improvement are available, but varied
    Explaining measurements is complicated
    Explaining trust is more complicated
    Use-cases are fragmented, but there if you apply the technology, but not always obvious
    De-centralized (shadow AI) to Centralized to De-centralized (semi-controlled) 
    The learning curves are very asymmetrical across teams
    Not everyone has access to Mythos or GPT-5.5-Cyber (yet)
    FEEDBACK?
    Email: show @ the enterprise ai show dot come
    Bluesky: @TheEntAIShow.bsky.social
    Twitter/X: @TheEntAIShow
    Instagram: @TheEntAIShow
  • The Enterprise AI Show

    A Day in the Life of a Forward-Deployed Engineer

    06/24/2026 | 34 mins.
    SUMMARY: What does a Forward-Deployed Engineer actually do? And what about deploying AI Harness? Let’s dig into the real-world with these evolving AI concepts and technologies. 
    SHOW: 1039
    SHOW TRANSCRIPT: The Enterprise AI Show #1039 Transcript
    SHOW VIDEO: https://youtu.be/QY0fqu2O84M
    SHOW SPONSORS:
    OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    Nasuni - Activate your data for AI and request a demo
    SHOW NOTES:
    Mozilla Thunderbolt launched 
    Mozilla Thunderbolt (homepage)

    Topic 1 - Welcome to the show, tell us a bit about your background and what you focus on these days.
    Topic 2 - Let’s talk about the role of Forward Deployed Engineer, it’s being talked about a lot, but you’re living in that world now. What problems are FDEs usually tasked with trying to solve, or new things to implement?
    Topic 3 - We’ve seen other roles (DevOps, PlatformEng, etc.) that evolved from other roles or skills. What type of background lends itself to success in FDE? What skills are needed going forward?
    Topic 4 - You’re also working on some AI harness implementations. What can you tell us about those challenges and the technologies behind the harness?
    Topic 5 - At what point does an AI harness make sense for a company? What types of AI challenges typically require those next steps? 
    Topic 6 - Working in the middle of this evolving AI space, what are some perspectives you’ve gained over the last 6-12 months? What do you wish you knew ahead of time? 
    FEEDBACK?
    Email: show @ the enterprise ai show dot come
    Bluesky: @TheEntAIShow.bsky.social
    Twitter/X: @TheEntAIShow
    Instagram: @TheEntAIShow
  • The Enterprise AI Show

    Chaotic AI Markets: Focus on what you can control

    06/21/2026 | 23 mins.
    SUMMARY: On Father's Day, how would you explain some of the volatility of the AI market to your father? What advice might he give you to navigate the ups and downs and uncertainties?
    SHOW: 1038
    SHOW TRANSCRIPT: The Enterprise AI Show #1038 Transcript
    SHOW VIDEO: https://youtu.be/T2ZIYLpl_cE
    SHOW SPONSORS:
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    Nasuni - Activate your data for AI and request a demo
    OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture
    SHOW NOTES:
    Leaked documents show OpenAI is losing billions
    Anthropic’s Fable and Mythos models banned from non-US foreign nationals
    The AI layoff wave is becoming a powder keg
    Professors says AI-related job losses are inevitable
    THESIS: On this Father’s Day, with an AI market that often times doesn’t make any sense, I thought about the type of advice that my father gave me over the years and how it would apply to this time of significant change.  
    Show up, keep up and shut up
    Make yourself invaluable
    Focus on what you can control
    Be an expert in something
    When in doubt, get closer to people and how money is made
    When things don’t make sense, focus on fundamentals
    Markets can be irrational way longer than you can be solvent
    Try and think a couple steps ahead
    FEEDBACK?
    Email: show @ the enterprise ai show dot come
    Bluesky: @TheEntAIShow.bsky.social
    Twitter/X: @TheEntAIShow
    Instagram: @TheEntAIShow
  • The Enterprise AI Show

    AI Cyber is expanding a Vulnerability Gap

    06/17/2026 | 26 mins.
    SUMMARY: As tools like Mythos create new AI-cybersecurity concerns, CIOs and CISOs need to be prepared for two challenges: Security Remediation and Patch to Production acceleration. 
    SHOW: 1037
    SHOW TRANSCRIPT: The Enterprise AI Show #1037 Transcript
    SHOW VIDEO: https://youtu.be/H5KxoiEIfUo
    SHOW SPONSORS:
    Nasuni - Activate your data for AI and request a demo
    OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    SHOW NOTES:
    Project Lightwell (Red Hat and IBM)
    Athena (Chainguard)
    Anthropic Project Glasswing
    OpenAI GPT 5.5-Cyber
    THESIS: Major initiatives are forming to help enterprise organizations combat security vulnerability threats found or created using new AI-cyber tools such as Anthropic Mythos. What are the key considerations, and what additional steps do organizations need to take to be advantaged by these capabilities? 
    Part 1
    The Breaking Point and the Mythos Moment
    The scope of open source security and support
    Patches, disclosures and upstream open source
    Clearinghouses, EOs, Laws and Communities
    Remediation - Build vs. Buy
    Part 2
    How fast can you get from Patch to Production?
    Mitigation before patching
    Fast path and stable patch pipelines?
    Automation in patching vs. automation in deployment
    FEEDBACK?
    Email: show @ the enterprise ai show dot come
    Bluesky: @TheEntAIShow.bsky.social
    Twitter/X: @TheEntAIShow
    Instagram: @TheEntAIShow
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About 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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