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The Enterprise AI Show

The Enterprise AI Show

By: Massive Studios
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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

© 2026 Massive Studios
Economics Management Management & Leadership Politics & Government
Episodes
  • Are companies giving away their secrets to AI?
    Jul 5 2026

    SUMMARY: Are CEO's frustrated with the lack of control, costs and sovereignty of their AI environments?

    SHOW: 1042

    SHOW TRANSCRIPT: The Enterprise AI Show #1042 Transcript

    SHOW VIDEO: https://youtu.be/xgQv8WP-DNI

    SHOW SPONSORS:

    • ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    • Nasuni - Activate your data for AI and request a demo

    SHOW NOTES:

    • Palantir and NVIDIA partnership (June 2026) - first 11 minutes
    • Palantir CEO (Alex Karp) on CNBC
    • “The VPC Privacy Illusion - Why Private LLMs still expose your data”
    • The biggest mistake organizations make isn’t choosing the right model, it’s focusing on models at all (via LinkedIn)


    1. There’s a level of unhappiness and distrust of the frontier labs from CEOs
    2. There needs to be an application layer on top of LLMs (e.g. “harness”, Palantir Ontology)
    3. This application layer prevents the LLMs from learning your business from your data
    4. “Alpha” is business differentiation (ability to outperform the market)
    5. He questions why the frontier model labs are charging by tokens and not outcomes (questions the entire AI business model)
    6. He questions “the true cost” of AI outputs
    7. He claims that CEOs are now concerned about frontier labs entering the business of the customers - brings up an interesting misunderstanding of how interacting with LLMs works (“we’re safe, it’s deployed in our VPC”)

    FEEDBACK?

    • Email: show @ the enterprise ai show dot come
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow
    Show More Show Less
    29 mins
  • AI News of the Month - June 2026
    Jul 1 2026

    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
    Show More Show Less
    31 mins
  • Enterprises are concerned about AI Costs, Governance and Trust
    Jun 28 2026

    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?

    1. Everybody started with what was available (e.g. CoPilot)
    2. Enterprise implementations (now) aren’t autonomous
    3. Rising costs are the looming concern
    4. Governance is a rising concern
    5. Measurements of improvement are available, but varied
    6. Explaining measurements is complicated
    7. Explaining trust is more complicated
    8. Use-cases are fragmented, but there if you apply the technology, but not always obvious
    9. De-centralized (shadow AI) to Centralized to De-centralized (semi-controlled)
    10. The learning curves are very asymmetrical across teams
    11. 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
    Show More Show Less
    29 mins
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