So what does modern work look like today? Richard talks to Karoliina Kettukari about her new role as the Head of Modern Work for a financial services company in Finland, and what modern work has evolved. Karoliina talks about how the pandemic accelerated modern work, such as being able to work anywhere and collaborating with whomever you need to. P…

What can agentic AI do for you? Richard talks to Tim Warner about his work utilizing next generation agentic AI technologies to help with sysadmin tasks. Tim talks about the early lead that Cursor AI took with AI agents capable of writing and executing scripts on your behalf - as opposed to just creating code you can cut-and-paste. Today, GitHub Co…

Are some of your team members starting to hate PowerShell? Richard talks to Barbara Forbes about her experiences with teams frustrated by PowerShell. Barbara talks about overcomplicating PowerShell scripts—the kind the most senior folks can create but no one else can maintain. Eventually, nobody will want to touch those scripts. Then there is the q…

How can Security Copilot help you secure your applications? Richard talks to Ari Schorr about assessing application risk with Microsoft Security Copilot - a new feature in preview in Security Copilot that focuses on application roles and entities. Ari talks about the sheer array of resources that applications depend on, and the many security risks …

What can GitHub Copilot do for SysAdmins in 2025? Richard talks to Jessica Deen from GitHub about her experiences using Copilot for her work. Jessica talks about Copilot being the first stop for most tasks - describing the task to Copilot helps you think through the problem, and often the tool can generate code or information to get that task done …

How do you write better PowerShell? Richard talks to Jeff Hicks about his latest book, Behind the PowerShell Pipeline, and his efforts to promote writing PowerShell scripts that are easy to understand, use, and maintain! Jeff talks about how making a script work is not enough anymore - you can use GitHub Copilot. The goal is to make the output as u…

How are you managing your AI costs? Richard chats with Sonia Cuff about how she's been helping sysadmins understand how AI technology is billed out and how to measure them within a given application and across the organization. Sonia starts with some definitions since the term AI is so broad. It's not just about large language models! The conversat…

Are you using strong certificate mapping in Active Directory? Richard Hicks returns to the show to talk about the impacts of KB5015754, issued way back in 2022, and how it turned into an enforcement event on February 11, 2025 that might have caused some serious problems for folks trying to authenticate to Active Directory. For most sites, the upgra…

What does it mean to be secure by design? Richard chats with Karinne Bessette about the scope of the problem around making more secure software. Karinne talks about the US government's Cybersecurity and Infrastructure Security Agency (CISA) push to promote more secure software products. The conversation digs into some of the more famous exploits in…

What is it like to take care of an Exchange Server in 2025? Richard chats with Michel de Rooij about his work with Exchange, including the many scripts he has written and published over the years to help sysadmins solve problems. Michel discusses how staying on-premises with Exchange is getting harder - the new version will be subscription-based! T…

How do you manage your CI/CD pipeline resources? Richard chats with Eliza Tarasila about Managed DevOps Pools in Azure DevOps. Eliza tells the story of discovering that teams were using Azure DevOps internally at Microsoft but would need to build their tooling to stand up the resources for testing and deployment. Managed DevOps Pools became the sta…

Ready to upgrade to Windows Server 2025? Richard talks to Robert Smit about his experiences doing an upgrade—with a few important dos and don'ts! Robert talks about dusting off your Active Directory setup and ensuring you're at the Server 2016 functional level. The conversation also dives into the new-build-versus-upgrade options, taking advantage …

How can Entra ID Protection help keep your organization resist security breaches? Richard talks to Corissa Koopmans about thinking beyond authentication and authorization and into conditional access - knowing what is normal and abnormal behavior for your users. Corissa recommends looking at the Entra ID Protection Dashboard - whether you have confi…