AI tools continue to evolve - what can we do with them today? Richard chats with Cecilia Wirén about her experiences using the latest AI tools to support DevOps workflows, diagnostics, and the crafting of new scripts. Cecilia focuses on tools that can help admins who occasionally work on scripts, including getting into a GitHub workflow to track prompts and results generated by LLMs, so you can always revert and learn from various approaches to interact with these new tools. The tools continue to evolve; it's worth looking at the latest features and models!

Links

• Azure SRE Agent
• Microsoft Security Copilot
• GitHub Copilot
• Awesome Copilot
• Copilot Extensions

Recorded December 3, 2025

A new year - and so much to do! To start 2026, Richard flies solo again to discuss the issues he's seen on sysadmins' minds as we head into the new year. Obviously, AI is eating up a lot of the conversation from many different angles: tools that can help us be more productive, security issues in our organizations due to misuse, and now, AI-driven hacking. Security still looms large, and not just from an AI perspective - the latest round of supply chain attacks has led to litigation, putting new emphasis on making sure you're secure. Windows has a new leader, things are changing there, and there's the ongoing migration to the cloud. Does it still make sense? There seems to be more concern about data sovereignty than ever, and some meaningful conversations to have. Happy New Year!

Links

• Azure SRE Agents with Deepthi Chelupati
• Microsoft Purview
• The M365 Copilot Data Readiness Checklist with Nikki Chapple
• Quering for Breaches with Mark Morowcyznski
• Managing Vendor Incidents with Mandi Walls
• Incident Management and the Crowdstrike event with Lieam Westley
• Microsoft Intune
• Microsoft Entra ID
• Microsoft Defender for Endpoint
• Microsoft Entra ID Protection with Corissa Koopmans
• Windows Server 2025
• Upgrading to Windows Server 2025 with Robert Smit

Recorded December 20, 2025

So what does Windows want for Christmas? Paul Thurrott is back to talk about everything that happened to Windows in 2025, and what that might hold for 2026. Paul talks about Pavan Davuluri being promoted to President of Windows & Devices - and reunifying the Windows Client and Windows Core teams. That sets up an opportunity to make some significant moves from Windows, which, of course, will involve AI - although the reaction to the public when Pavan said as much was not all that positive. Windows has plenty of problems to address, but one of the brighter notes is Windows on ARM and the Snapdragon processor. And maybe, just maybe, someone's wish will come true, and we'll see Windows 12!

Links

• Pavan's Famous AI Tweet
• M365 Copilot
• Microsoft Loop
• Microsoft Recall

Recorded December 16, 2025

How is zero-trust security evolving? Michele Leroux Bustamante discusses the challenges CISOs face today in controlling access to infrastructure, authenticating and authorizing users, and managing the ongoing evolution of an organization's dependencies. The conversation digs into the variety of stacks available to address various elements of an organization's security requirements. Michele also talks about the NIST Cybersecurity Framework as a starting point for understanding the security elements your organization needs to focus on and improve—security is a continuum, not a destination!

Links

• Azure Entra
• Auth0
• Duende
• KeyCloak
• NIST Cybersecurity Framework
• Open Policy Agent
• Policy Server
• Defender for Cloud
• Azure API Management
• Azure Front Door

Recorded October 29, 2025

On July 19, 2024, a misconfigured file sent as part of an update to the Falcon Sensor suite by CrowdStrike caused service outages worldwide. Liam Westley talks about his experiences executing the incident management plan at his company that day—even though his company did not use the software! Liam talks about dealing with the regulatory requirements of a finance company as part of incident planning, and how the software and services supply chain can lead to outages because those companies are affected. A great story about the day of the incident and the improvements in planning and resiliency that followed!

Links

• CrowdStrike Incident Timeline
• Azure Front Door

Recorded October 29, 2025

What does it take to be ready to deploy M365 Copilot in your organization? Richard talks to Nikki Chapple about her latest incarnation of the M365 Copilot Readiness Checklist, working step-by-step to bring M365 Copilot into the organization without causing data leak issues. Nikki discusses utilizing existing tools to accurately identify sensitive data, archiving outdated information, and monitoring data usage by both users and agents - allowing you to detect issues before they escalate. The conversation also delves into the process of identifying issues, discussing policy changes, and how to communicate those changes so that people can take advantage of the power of these new tools without feeling threatened. It's a journey!

Links

• Microsoft Purview
• SharePoint Advanced Management
• Defender for Cloud Apps
• Restricted SharePoint Search
• Microsoft 365 Archive
• SharePoint Restricted Content Discovery
• Data Security Posture Management for AI
• Nikki's Readiness Checklist
• M365 Copilot Oversharing Blueprint
• Microsoft Purview Secure by Default Blueprint
• Prevent Data Leaks to Shadow AI Blueprint

Recorded November 7, 2025

The seasonal gift show is back - Joey Snow and Rick Claus bring their lists of great gifts for sysadmins. You know they're impossible to buy for, so we are making it easier for you with a range of prices and seriousness for your favorite sysadmin. Useful gadgets, upgrades to older devices, and some fun stuff that reminds the sysadmins in your life that you get their struggles. Share this show and toy list with everyone you know who struggles to find the right thing!

Links

• USB Tester
• Battery Daddy
• USB Air Duster
• Smart Soldering Iron
• Pro Tech Go Toolkit
• Effing Candle Co
• Dumpster Fire Pencil Holder
• NES Cartridge Hard Drive Enclosure
• PicoKVM
• CO2 Meter
• Wireless Headphones
• Digital Photo Frame
• Super-Knips with Lead Catcher
• Inkplate 6COLOR
• Insta360 Link 2
• Home Assistant Voice
• Throw Throw Burrito
• Bose Ultra Open Earbuds
• Ubiquiti Cloud Gateway Fiber

Recorded October 30, 2025

How can Azure Site Reliability Engineering Agents help your Azure infrastructure? While at Techorama in Utrecht, Richard chatted with Deepthi Chelupati about the LLM service that helps you build and maintain more reliable applications and infrastructure in Azure. Deepthi talks about monitoring deployment problems, handling errors in production, and application telemetry in operation as areas where Azure SRE Agents can help catch issues earlier and let you respond faster. The conversation dives into the array of capabilities and where you can provide information to administrators so they can decide how to proceed—perhaps pushing information to development or starting a recovery process of some kind. How you use Azure SRE Agents is up to you!

Links

• Azure SRE Agent
• PagerDuty
• Azure Monitor
• Azure DevOps

Recorded October 28, 2025