Microsoft Cloud IT Pro Podcast

Microsoft Cloud IT Pro Podcast

Your Microsoft Cloud News from a couple of IT Pros

Episodes

May 7, 2026 32 mins

Welcome to Episode 427 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott open with a quick look at YAKO (getyako.com), a browser extension built by community member Merrill that replaces the new tab page with a customizable dashboard of Microsoft 365 and cloud links. From there, the conversation turns into an extended follow-up on Copilot Cowork, covering some of their recent hands-on experience with custom skil...

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Welcome to Episode 426 of the Microsoft Cloud IT Pro Podcast.Ben and Scott are back together this week to talk through Microsoft 365 Copilot Cowork, including how it compares to Claude Cowork and where each one makes sense. The two products share a name but work pretty differently. Claude Cowork runs locally on your desktop and can access files on your machine, sup...

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Welcome to Episode 425 of the Microsoft Cloud IT Pro Podcast. In this audio and video episode recorded live at Microsoft headquarters during the MVP Summit, Ben welcomes a return guest, Joy Apple, to the Microsoft Cloud IT Pro Podcast and discuss her 20-year career in the Microsoft collaboration space, from financial services to SharePoint training, consulting, and...

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    Welcome to Episode 424 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott dig into the newly announced Microsoft 365 E7 SKU which bundles M365 E5, Microsoft 365 Copilot, the Microsoft Entra Suite, and Microsoft Agent 365.

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    Welcome to Episode 423 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben is live from Workplace Ninjas, joined by Eric Woodruff, Chief Identity Architect at Semperis and Microsoft MVP in Security focused on identity, and Chris Brumm, Cyber Security Architect at glueckkanja and Microsoft MVP in Security with over 16 years of experience in cybersecurity. To...

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    Welcome to Episode 422 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott and Ben discuss their growing use of   in their daily workflows, particularly Claude Code, GitHub Copilot CLI, and Gemini CLI. They explore how these command-line interfaces offer powerful ways to interact with local files and MCP servers beyond traditional desktop AI chat interfaces. They share how they are u...

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    Welcome to Episode 421 of the Microsoft Cloud IT Pro Podcast. In this episode Ben sits down for a conversation with Frank Lesniak, the lead of the Microsoft 365 team at West Monroe. In this episode, they dive into the intricacies of mergers and divestitures within Microsoft 365 environments. They discuss the initial due diligence phase, planning and approach, build...

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    Welcome to Episode 420 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott is back for a lighthearted discussion on some of the new tech and toys and that Ben and Scott picked up over the holidays. Listen in as Ben tries to convince Scott he needs a 3D printer and some feedback on the gadgets they both picked up.

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    Welcome to Episode 419 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben is once again live from Workplace Ninjas and is joined by John Joyner, an 18-year Microsoft MVP in Cloud Security and Azure Management. They discuss some of the announcements from Microsoft Ignite focused around Microsoft Security as well as diving deep into the new Security Store, A...

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    Welcome to Episode 418 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben sits down with Cat Schneider during a lively conference to discuss a variety of topics, focusing on the theme of “anti-AI.” They reflect on life and technology before AI became prominent, sharing tales of conferences, hackathons, and explorations of older tech solutions. They also discuss some of Cat’s adventures in S...

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    Welcome to Episode 417 of the Microsoft Cloud IT Pro Podcast. In this episode of the Microsoft Cloud IT Pro Podcast, Jay Leask joins Ben once more as the two of them recap their experience at Workplace Ninjas US in Dallas, Texas. They discuss conference highlights, the unique hackathon, engaging sessions, the Clippy Bucks system, and the importance of community and ...

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    Welcome to Episode 416 of the Microsoft Cloud IT Pro Podcast. In this week’s episode, Ben finally has a chance to sit down with Henrik Wojcik. Henrik has been a long-time listener as well as a fellow Microsoft MVP in Security and we finally had the chance to sit down and record an episode together, something we’ve talked about doing for years.

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    Welcome to Episode 415 of the Microsoft Cloud IT Pro Podcast. Ben and Scott discuss the major announcements from Microsoft Ignite 2025, focusing on the dominant themes of AI agents and security. The conversation centers on three key areas: Security Copilot updates, Agent 365 for governance, and the broader security and management implications for IT professionals.
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    Welcome to Episode 414 of the Microsoft Cloud IT Pro Podcast.This episode covers the major cloud service disruptions that impacted both AWS and Azure in October 2025. Even the biggest cloud providers face operational challenges. Learn what happened, how it was resolved, and what IT pros should keep in mind for future resilience planning.

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    Welcome to Episode 413 of the Microsoft Cloud IT Pro Podcast. Microsoft has introduced a new file share-centric management model for Azure Files, aiming to eliminate the complexity of managing storage accounts. This model treats file shares as top-level Azure resources, allowing for easier automation, granular access control, and independent scaling. It also simplif...

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    Welcome to Episode 412 of the Microsoft Cloud IT Pro Podcast. In this episode, we explore three announcements from Microsoft that are reshaping how security teams work with Sentinel. From a reimagined data architecture to AI integration and new visualization capabilities, Microsoft is doubling down on making security operations more intelligent, efficient, and acces...

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    Welcome back to another episode of the Microsoft Cloud IT Pro Podcast! In this episode, we dive deep into one of Microsoft Purview’s AI monitoring and protection capabilities: Data Security Posture Management (DSPM) for AI – your secret weapon for monitoring and securing AI usage across your organization.

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    Welcome to Episode 410 of the Microsoft Cloud IT Pro Podcast where hosts Jay Leask and Joy Apple are joined by special guest Ben Stegink for a discussion recorded live from the North American Cloud and Collaboration Summit in Branson. In this episode we focus on how organizations must adapt their change management approaches for the Microsoft 365 cloud environment.W...

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    Welcome to Episode 409 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott explore the configuration decisions tenant administrators face when preparing their Microsoft 365 environment for Copilot deployment. They dive into the key questions every IT professional should be asking: How do you identify and remediate oversharing in SharePoint sites be...

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    Welcome to Episode 408 of the Microsoft Cloud IT Pro Podcast. Part two of our exploration into Model Context Protocol (MCP) servers continues our hands-on discussion about finding, implementing, and getting the most out of MCP servers in your daily workflows.

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