What does the world look like after Microsoft Deployment Toolkit? Richard talks to MDT creator Michael Niehaus about the life and death of MDT. Michael talks about his early days at Microsoft, when he created a better way to manage operating system images so you can build and rebuild Windows PCs for your organization. But MDT had been in maintenance since 2013, without specific support for Windows 11. And now, some security concerns have ended support entirely. So what happens next? Michael offers fixes to keep MDT safe to use, and some alternatives if you want to keep managing your own images!

Links

• Microsoft Deployment Toolkit
• Michael's Post of the MDT Vulnerability
• Windows Autopilot
• Friends of MDT
• MDT Retirement Notice
• Microsoft Intune
• 2Pint DeployR
• MMS Conference
• iPXE Anywhere

Recorded February 17, 2026

How does your company communicate with its employees today? Richard chats with Emily Mancini about her work with companies that manage internal communications. Emily talks about the power of email, collaborative messaging like Teams, and the Microsoft Viva products Engage and Amplify. The conversation digs into knowing where your people look for info, how they communicate, and what they want to connect with. Being able to measure the response to different communication means helps you to work on better messages and methods - the goal is to enable employees to connect with and utilize the resources of the organization, creating a stronger company culture!

Links

• Microsoft Viva Engage
• Microsoft Viva Amplify
• Create and Send a News Digest

Recorded March 9, 2026

AI Agents can be powerful tools for an organization - but are they a security risk? Richard talks to Niall Merrigan about his experiences dealing with the various ways that LLMs can be attacked, starting with prompt injection. While some attacks are humorous, others can be very serious, especially in the context of agents, where the right prompt can cause an agent to use its capabilities to access or affect data outside its expected behavior. This has already led to several well-publicized CVEs, including the ServiceNow Privilege Escalation advisory. New tools have emerged to help restrict prompts and keep agents on task - but as with all things security, this is another set of tools you need to get familiar with!

Links

• AI Recommendation Poisoning
• Detecting Prompt Injection Attacks
• Mark Russinovich Crescendo Multi-Turn LLM Jailbreak Attack
• Cross-Site Scripting (XSS)
• Cameron Mattis LinkedIn
• Privilege Escalation in ServiceNow AI Platform
• Azure AI Content Safety Prompt Shields
• Task Adherence
• Simon Willison's Lethal Trifecta
• Microsoft Agent 365
• PyRIT
• OWASP Securing Agentic Applications Guide

Recorded February 16, 2026