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Microsoft Cloud IT Pro Podcast #msclouditpro @msclouditpro

A weekly podcast from @benstegink and @ciphertxt all about Office 365 and Azure from the IT Pro and End User perspective...none of that developery stuff.

Joined March 2017
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2,165 Photos and videos
Episode 429 explores LLM wikis and AI-powered personal knowledge management using Obsidian, markdown, Claude Code, GitHub Copilot CLI, and Copilot Cowork. Listen: dlvr.it/TSsvHg
Podcast Episode 429 cover featuring a discussion about LLM wikis, Obsidian vaults, markdown knowledge systems, and AI workflow tools.

ALT Podcast Episode 429 cover featuring a discussion about LLM wikis, Obsidian vaults, markdown knowledge systems, and AI workflow tools.

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Huge thanks to @Nasuni for sponsoring the MS Cloud IT Pro Podcast this month! 🙌 The unstructured data foundation for enterprise teams and AI: unify your file data in one global namespace across any cloud, with ransomware protection built in. dlvr.it/TSkJ60

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Nasuni is the unstructured data foundation for enterprise teams and AI. Powering the operational file layer where work happens.

nasuni.com
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Episode 428: Ben and Scott cover the full GPO to Intune migration workflow — AI-assisted analysis, Entra ID policy recreation, and phased AD decommissioning. Practical guidance for IT pros. dlvr.it/TSfNtL
Episode 428 cover art for the Microsoft Cloud IT Pro Podcast featuring the title "Migrating Group Policy to Microsoft Intune" over a dark purple digital network background with a global map overlay.

ALT Episode 428 cover art for the Microsoft Cloud IT Pro Podcast featuring the title "Migrating Group Policy to Microsoft Intune" over a dark purple digital network background with a global map overlay.
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Episode 427 explores hands-on experiences with Microsoft 365 Copilot Cowork, including custom skills, IRM document challenges, and data security considerations during onboarding. Listen: dlvr.it/TSQMsn
Podcast Episode 427 cover featuring hands typing on a laptop with AI workflow graphics representing Microsoft 365 Copilot Cowork and enterprise collaboration tools.

ALT Podcast Episode 427 cover featuring hands typing on a laptop with AI workflow graphics representing Microsoft 365 Copilot Cowork and enterprise collaboration tools.
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Episode 426: Claude Cowork vs Microsoft 365 Copilot Cowork Local vs cloud AI, MCP vs Graph, and how security and compliance play into each. If you’re evaluating AI tools for your org, this breakdown is worth your time. Listen today: dlvr.it/TSBCXl
Cover art for Microsoft Cloud IT Pro Podcast Episode 426 comparing Claude Cowork and Microsoft 365 Copilot Cowork with a person thinking and AI logos on either side.

ALT Cover art for Microsoft Cloud IT Pro Podcast Episode 426 comparing Claude Cowork and Microsoft 365 Copilot Cowork with a person thinking and AI logos on either side.
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Episode 425 is live. Recorded at the MVP Summit, Joy Apple shares insights on Microsoft 365 governance, SharePoint, Teams, and how AI like Copilot raises the stakes for data and permissions. Listen now: dlvr.it/TRyzTy
Podcast cover for Episode 425 featuring Joy Apple discussing Microsoft 365 governance and collaboration at the MVP Summit

ALT Podcast cover for Episode 425 featuring Joy Apple discussing Microsoft 365 governance and collaboration at the MVP Summit
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Microsoft 365 E7 is here. In Episode 424, we break down the new bundle combining E5, Copilot, Entra Suite, and Agent 365 and what it means for enterprise IT and AI strategy. Listen here: dlvr.it/TRjSn5
Professional man in a suit working on a laptop representing enterprise productivity alongside Microsoft Cloud IT Pro Podcast Episode 424 about Microsoft 365 E7.

ALT Professional man in a suit working on a laptop representing enterprise productivity alongside Microsoft Cloud IT Pro Podcast Episode 424 about Microsoft 365 E7.
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Service principals fly under the radar — and attackers know it. Ep. 423 of the MS Cloud IT Pro Podcast covers non-human identity security in Microsoft Entra with two MVPs who know where the gaps are. dlvr.it/TRRpXP
Episode 423 artwork showing Eric Woodruff, Chris Brumm, and host Ben Stegink with the text Non-Human Identities in Microsoft Entra, recorded live at Workplace Ninjas 2026

ALT Episode 423 artwork showing Eric Woodruff, Chris Brumm, and host Ben Stegink with the text Non-Human Identities in Microsoft Entra, recorded live at Workplace Ninjas 2026
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Episode 422 explores AI CLI tools like Claude Code, GitHub Copilot CLI, and Gemini CLI. Scott and Ben share how terminal-based AI is accelerating their daily workflows. Listen: dlvr.it/TR9jft
MS Cloud IT Pro Podcast Episode 422 cover image titled “Back to the Terminal: The Rise of AI CLI Interfaces,” showing a software developer coding at a desktop computer with a modern tech circuit design background.

ALT MS Cloud IT Pro Podcast Episode 422 cover image titled “Back to the Terminal: The Rise of AI CLI Interfaces,” showing a software developer coding at a desktop computer with a modern tech circuit design background.

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Mergers and divestitures inside Microsoft 365 are more complex than most teams expect. Episode 421 covers due diligence, tenant builds, licensing integration, security assessments, and final cutover with Frank Lesniak. A practical deep dive into M365 M&A strategy.
Black-and-white headshot of Frank Lesniak beside purple graphic reading “Episode 421: Microsoft 365 Mergers and Divestitures” from the MS Cloud IT Pro Podcast.

ALT Black-and-white headshot of Frank Lesniak beside purple graphic reading “Episode 421: Microsoft 365 Mergers and Divestitures” from the MS Cloud IT Pro Podcast.
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Quick update: Episode 421 of the Microsoft Cloud IT Pro Podcast has been postponed and will drop next week. Thanks for listening and we’ll be back soon with a new episode.
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Episode 420 is a lighter episode where Ben tries to convince Scott he needs a 3D printer. They also talk about new tech and gadgets picked up over the holidays. Listen here: dlvr.it/TQdVMB
Podcast Episode 420 cover showing Ben and Scott discussing 3D printers and new tech gadgets in a casual podcast setting.

ALT Podcast Episode 420 cover showing Ben and Scott discussing 3D printers and new tech gadgets in a casual podcast setting.
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Episode 419 dives into Microsoft’s AI-driven security roadmap. We cover the new Security Store, Security Copilot, AI agents, SCUs, and Defender XDR consolidation with John Joyner. Listen: dlvr.it/TQMSCW
Podcast Episode 419 cover featuring a discussion on Microsoft Security Copilot, AI agents, and the new Security Store.

ALT Podcast Episode 419 cover featuring a discussion on Microsoft Security Copilot, AI agents, and the new Security Store.
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Episode 418 features Cat Schneider on “anti-AI,” SharePoint realities, and Power Platform problem-solving. From permissions and migrations to conference stories, it’s a candid, practical conversation. Listen: dlvr.it/TQ5tbF
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Episode 417 recaps Workplace Ninjas US in Dallas. Ben and Jay discuss conference highlights, the hackathon, Clippy Bucks, and why community and inclusion matter at IT events. Listen: dlvr.it/TPtk37
Two gold conference badge backs from Workplace Ninjas US 2025 in Dallas, Texas, displayed side by side. One badge reads “Ben Stegink – Intelligink” with a Microsoft MVP logo, QR code, and Microsoft-related icons. The other reads “Jay Leask – Microsoft Innovation Hub, Washington DC” with a Microsoft logo, QR code, Microsoft app icons, and a small Winnie the Pooh illustration.

ALT Two gold conference badge backs from Workplace Ninjas US 2025 in Dallas, Texas, displayed side by side. One badge reads “Ben Stegink – Intelligink” with a Microsoft MVP logo, QR code, and Microsoft-related icons. The other reads “Jay Leask – Microsoft Innovation Hub, Washington DC” with a Microsoft logo, QR code, Microsoft app icons, and a small Winnie the Pooh illustration.
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Episode 416 features Henrik Wojcik discussing Microsoft Sentinel, EU security regulations, data lake integration, and key Ignite announcements. Listen: dlvr.it/TPdBnw
Episode 416 podcast graphic featuring Ben and Henrik Wojcik discussing Microsoft Sentinel, security, and Ignite updates.

ALT Episode 416 podcast graphic featuring Ben and Henrik Wojcik discussing Microsoft Sentinel, security, and Ignite updates.
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Episode 415 dives into Microsoft Ignite 2025. AI agents, Security Copilot updates, and the new Agent 365 governance platform highlight Microsoft’s focus on security and AI management.
Podcast episode graphic for Episode 415 titled “Diving Into Ignite 2025 for IT Pros and AI Agent Management,” featuring a blue and purple digital background with flowing ribbon-like waves. The design highlights themes of Microsoft Ignite 2025, AI agents, and IT security.

ALT Podcast episode graphic for Episode 415 titled “Diving Into Ignite 2025 for IT Pros and AI Agent Management,” featuring a blue and purple digital background with flowing ribbon-like waves. The design highlights themes of Microsoft Ignite 2025, AI agents, and IT security.
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Episode 414 breaks down the AWS and Azure outages of October 2025. Learn what happened, how it was resolved, and what IT pros should consider for resilience planning.
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Microsoft simplifies Azure Files with a new file share–centric management model—bringing easier automation, clearer billing, and scalable management. Listen now to our latest episode!
Man thinking in front of a digital network of folder icons, representing Azure Files’ new file share-centric management model.

ALT Man thinking in front of a digital network of folder icons, representing Azure Files’ new file share-centric management model.
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Microsoft Sentinel gets a major upgrade. Episode 412 explores its new data lake, AI integration, and visualization tools transforming cloud security. Listen today!
Podcast Episode 412 cover highlighting Microsoft Sentinel’s new data lake and AI-driven security operations updates.

ALT Podcast Episode 412 cover highlighting Microsoft Sentinel’s new data lake and AI-driven security operations updates.
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