Épisodes

  • EP27 | AI Agents, Data Engineering, and the Future of Cloud Careers
    Jan 12 2026

    In this episode of Cloud OverChance Insights, Richard Hogan, David Rowley, and Cyrus Irandoust discuss the latest developments in Microsoft Cloud, focusing on the acquisition of Osmos, the implications of AI in data engineering, and the evolving landscape of work and skills in the tech industry.

    They explore the importance of design responsibility, the integration of AI across Microsoft products, and the critical role of data security through Microsoft Purview. The conversation emphasizes the need for patience and understanding when working with AI technologies, as well as the necessity for compliance in AI governance.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    43 min
  • EP26 | From Keynotes to Copilot Realities: Honest Talk on Microsoft, AWS, and Intune’s Evolution
    Dec 15 2025

    In this episode, the team dives into the latest cloud industry keynotes, comparing Microsoft’s agent-focused messaging with AWS’s infrastructure-first approach. David unpacks the real progress in AI, from research pipelines to agentic frameworks, while Richard shares his ongoing adventures (and occasional frustrations) with GitHub Copilot—think less chaos, more candid lessons learned.

    Cyrus rounds things out with a practical look at Intune Suite’s new features, what’s now included in E3 and E5, and why these updates matter for security and device management. Expect grounded commentary, a dash of British sarcasm, and plenty of real-world takeaways for anyone working in the Microsoft ecosystem.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    52 min
  • EP25 | Cloud Security, Vibe Coding & WorkIQ: What’s Real and What’s Hype?
    Dec 1 2025

    This week on Cloudy with a Chance of Insights, Richard, David, and Cyrus dive into the biggest announcements from Microsoft Ignite—without the marketing fluff. From Security Copilot landing in every E5 license, to the merging of Defender portals, and the rise of agentic solutions, we break down what’s actually new, what’s just rebranding, and what’s still in preview.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    49 min
  • EP24: AI Superfactory, Zero Trust, and the Fax Driver Fiasco
    Nov 17 2025

    This week’s “Cloudy with a Chance of Insights” dives into the latest from the Microsoft Cloud ecosystem, with Richard, David, and Cyrus tackling everything from AI datacenter architecture to Zero Trust compliance, new certifications, and some eyebrow-raising security stories. Expect candid commentary, a dash of British sarcasm, and practical insights for IT leaders and practitioners.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    49 min
  • EP23 | Front Door Fiascos, Diagram Deaths, and the Security Theatre: A Cloudy Rant
    Nov 3 2025

    Welcome to another episode of "Cloudy with a Chance of Insights," where the only thing more unpredictable than the British weather is the state of the Microsoft Cloud.

    This week, Richard, David, and Cyrus gather to dissect a week that saw Azure Front Door trip over its own welcome mat, the existential crisis of the humble architecture diagram, and a healthy dose of security theatre—complete with all the drama and none of the popcorn.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    54 min
  • TypeChat, DeepSpeed, Entra & Purview Updates and the Joys of Not Preparing | EP22
    Oct 20 2025

    Welcome back to Cloudy with a Chance of Insights, the bi-weekly podcast where three Microsoft Cloud architects (Richard, David, and Cyrus) attempt to make sense of the ever-expanding universe of Azure, M365, D365, and all things cloud—usually with minimal preparation and maximum digression.

    This week, Richard kicks things off with a personal update, before launching into a philosophical ramble about why he’s doing a podcast at all—spoiler: it’s not for the likes, but if you fancy pressing that button, it does help others find us though :-)

    David then dives into Microsoft’s TypeChat (think: making AI output less of a fever dream and more of a structured answer), DeepSpeed (the unsung hero keeping Copilot’s LLMs from collapsing under their own weight), and Mark It Down (finally, a tool to turn your document chaos into Markdown sanity).

    Cyrus brings his usual blend of technical depth and existential musings, covering, the big shift: Microsoft Entra as the new source of authority for identity, Passwordless guidance, Intune’s new security baselines, Purview Insider Risk’s new network-based detection for cloud apps and GenAI

    Along the way, we reminisce about Commodore 64s, DOS pranks, and the joys of wiring up PC speakers (or not), the state of search engines, the rise of GenAI, and why none of us are likely to become TikTok influencers anytime soon.

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn
    Threads
    Facebook

    For all the links to the articles etc, please visit the companion blog site.
    The Microsoft Cloud Blog

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    53 min
  • One Token to Rule Them All? Azure Security, AI Agents & Certifications Unpacked | EP21
    Oct 5 2025

    This week on Cloudy with a Chance of Insights, Richard, David, and Cyrus unpack a wide range of Microsoft Cloud updates and real-world challenges. Dive into the new Microsoft Agent Framework, Arc Gateway’s general availability, and the latest AI research breakthroughs. We explore Sentinel Graph, Meister’s Azure Web App release, and fresh developments in certifications and applied skills.

    Security takes centre stage with a deep dive into the “one token to rule them all” vulnerability, plus practical tips for managing cross-tenant integrations. The team also discusses spec-driven development, GitHub Copilot, and the quirks of generative AI coding.

    Whether you’re an architect, developer, security pro, or just cloud-curious, this episode covers the latest news, practical insights, and a few honest opinions from the front lines of Microsoft’s ecosystem.

    Topics this week, include:

    • Microsoft Agent Framework and Arc Gateway
    • AI model training and 3D ML rendering
    • Sentinel Graph, Meister, and UEBA updates
    • VMware licensing changes in Azure
    • Inclusive packaging design
    • Spec-driven development and Copilot
    • Certifications, accreditations, and applied skills
    • Security incident: “one token to rule them all”


    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Soicials
    Twitter / X
    BlueSky
    LinkedIn

    For all the links to the articles etc, please visit the companion blog site.

    • The Microsoft Cloud Blog


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    51 min
  • Patch Tuesday and SMB, Entra App Management Policies, MacOS Vulnerability & UK Gov/MSFT's 30bn Deal.
    Sep 22 2025

    Cloudy with a Chance of Insights returns with Richard and Cyrus (minus David this week) for a fast-paced, insightful discussion on the latest in Microsoft Cloud, security, and AI.

    Richard kicks things off with a deep dive into Microsoft’s $30 billion investment in UK cloud infrastructure, exploring what it means for data sovereignty, jobs, and the future of AI in the region. Cyrus then shares how a Microsoft Sysinternals tool for Mac helped uncover a critical MacOS vulnerability, before breaking down the latest Microsoft Entra app management policies and why security pros sometimes cheer for feature removals.

    The episode also covers the latest Patch Tuesday highlights, with practical advice for managing vulnerabilities and configuration at scale. Wrapping up, Richard and Cyrus reflect on how AI is reshaping IT careers, the risks of over-automation, and why critical thinking is more important than ever in cybersecurity.

    Don’t forget to like, subscribe, and hit the notification bell to stay up to date with all things Microsoft Cloud

    Blog
    The Microsoft Cloud Blog

    YouTube
    Cloudy with a Chance of Insights - YouTube

    Socials
    Twitter / X
    BlueSky
    LinkedIn

    LINKS & Additional Notes

    • Microsoft’s $30 Billion UK Investment
    • MacOS Security Flaw Discovered with Microsoft Tool
    • New Microsoft Entra App Management Policies
    • Patch Tuesday Highlights


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    32 min