Welcome to the Microsoft Cloud IT Pro Podcast!

This is a Microsoft Cloud podcast about Microsoft 365, Azure, from the IT pro and end-user side point of view, where we discuss a topic, or recent news, related to Microsoft 365 or Azure and how it relates to you!

(5/7/2026) - 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 skills, artifact management, session crashes tied to an Anthropic API outage, and the friction of working with IRM-protected documents in Copilot Cowork. The bigger thread running through the episode is data security. Listen in to hear more about considerations for onboarding to Copilot Cowork in its early days. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Yako Get started with Cowork (Frontier)… view full show notes

 

About the show

Scott and Ben are both IT Pros that have a long history with Microsoft products, including the Microsoft Cloud. Recently Ben focuses primarily on Microsoft 365 but does a fair amount in Azure, and Scott spends most of his time in Azure, but with a history in SharePoint and Microsoft 365 still enjoys that side of things as well. We started the Microsoft Cloud Podcast over 6 years ago and continue to enjoy chatting weekly about various topics in Microsoft 365 and Azure, specifically as it relates to IT Pros. They’ve also started a partner YouTube channel “Two the Cloud”. If you’re looking for a Microsoft 365 podcast or an Azure podcast, you found the right one!

Ben Stegink

Ben Stegink

Co-Host

Scott Hoag

Scott Hoag

Co-Host

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Episode 424 – A new frontier for Microsoft 365 with E7

by | Mar 26, 2026

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. Your support makes this...

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Episode 420 – Ben convinces Scott to buy a 3D printer

Episode 420 – Ben convinces Scott to buy a 3D printer

by | Jan 29, 2026

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...

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