The days of the one-year SSL certificate are coming to an end - are you ready? Richard chats with Todd Gardner about the upcoming requirement from the Certification Authority Browser Forum to limit SSL certs to 200 days starting March 2026 - and they keep getting shorter until by 2029, certificates will last no longer than 47 days! If you haven't already automated certificate renewal, it's time to start moving in that direction. Todd talks about CertKit as a new approach to automating certificate renewal across various services, making it much easier. Still in the experimental phase, you can be part of the process and make your certificate life easier now!LinksLet's EncryptACME Client ImplementationsThe Great SSL Certificate PanicCertification Authority Browser ForumZeroSSLtrackjsCertKitRecorded August 19, 2025
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Training for AI with Stephanie Donahue
How do you get your organization trained up to use AI tools? Richard talks to Stephanie Donahue about her work implementing AI tools at Avanade and with Avanade's customers. Stephanie discusses how many workers are bringing their own AI tools, such as ChatGPT, to work and the risks that represent to the organization. Having an approved set of tools helps people work in the right direction, but they will still need some education. The challenge lies in the rapidly shifting landscape and the lack of certifications. However, you'll have some individuals eager to utilize these tools, often on the younger side, and they can help build your practice. The opportunities are tremendous!LinksChatGPT EnterpriseLearning M365 CopilotSecure and Govern Microsoft 365 CopilotMicrosoft PurviewResponsible AI at MicrosoftMicrosoft Viva EngageRecorded July 18, 2025
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Episode 1000!
Episode 1000! Richard Campbell invites Paul Thurrott to join him to celebrate the milestone episode and answer questions from listeners. From the creation of the podcast to the role of Windows in the modern world, the impact of ARM, Cloud, and many other technologies - all addressed in this super-sized episode. And yes, artificial intelligence is part of the conversation—and will be part of the workflows that sysadmins utilize on a day-to-day basis. Thanks to all the folks who sent in questions for this special show - and thanks for listening!LinksDoes Windows Still MatterWindows Server 2025ARM in AzureAzure FastTrackCloud Adoption Framework for AzureMicrosoft VivaRecorded August 31, 2025
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Common Azure Mistakes with Scott Sauber
What are common mistakes folks are making with their Azure tenant(s)? While at the Kansas City Developers Conference, Richard chatted with Scott Sauber to run down his top ten list of issues he checks on for all his customers using Azure. From tenant ownership to naming conventions, policies, identities, and cost controls - there are a lot of things you can do to make your Azure experience more reliable, cost-effective, and efficient. Check out the links for more details on each of the potential issues!LinksAzure Service GroupsAzure Naming ConventionsAzure Naming ToolAzure Tagging StrategyAzure PolicyManaged IdentitiesDefaultAzureCredentialTLS in Azure App ServiceSSL LabsFederated Identity CredentialsBudgets and Cost AlertsAzure ReservationsAzure Savings PlanRecorded August 14, 2025
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Data Governance for AI with Martina Grom
How do you secure your organization's data to let AI technologies work safely? Richard chats with Martina Grom about her experiences helping sysadmins responsibly bring the power of Microsoft M365 Copilot into their organizations. Martina discusses setting up security and monitoring with tools like Microsoft Purview, enabling visibility into where copilots are working and who is using them. Once the measuring tools are in place, you can begin to establish limitations for the AI without compromising regular employee workflows. Check the show links for a list of great tools you can use to get M365 Copilot working for your organization safely!LinksGovernance Toolkit 365EU AI ActData, Privacy, and Security for Microsoft 365 CopilotTranslating with CopilotConfiguring SharePoint with Entra IDMicrosoft PurviewData Loss PreventionMicrosoft Purview Compliance ManagerData Security Posture Management for AISharePoint Advanced ManagementCopilot in Microsoft 365 Admin CentersRecorded July 16, 2025