On this episode, I cover some of the issues and fallout from the recent Windows Updates, I talk a little about Windows 11 26H1, multiple security related stories and of course even more AI news! Reference Links: https://www.rorymon.com/blog/concerning-notepad-incident-december-updates-woes-festive-tech-calendar/

On this episode, I cover the latest Patch Tuesday news, give an update on the LNK vulnerability from earlier in the year, talk about another healthcare provider getting breach and much more! Reference Links: https://www.rorymon.com/blog/price-changes-for-microsoft-365-patch-tuesday-news-openai-declares-code-red/

On this episode, I cover issues caused by the November Windows Updates, more industry layoffs, a software update from hell story and much more! Reference Links: https://www.rorymon.com/blog/ai-breaking-recruiter-trust-how-much-ram-is-enough-file-explorer-issues/

I cover some upcoming features for Windows 11 that are now in Insider preview, the announcement of WINS end of life and much more! Reference Links: https://www.rorymon.com/blog/is-win11-completely-broken-end-of-life-for-wins-patch-to-fix-issue-caused-by-november-update/

On this episode, I cover many of the announcements made during Microsoft Ignite 2025, I do a roundup of Patch Tuesday news, dive into the latest in AI skepticism and more! Reference Links: https://www.rorymon.com/blog/microsoft-ignite-announcements-patch-tuesday-news-win10-esu-issues/

On this episode, I cover questions about enterprise security issues relating to the recent heist at the Louvre, another example of technical debt at an organization costing millions, zero day vulnerabilities patched by QNAP and more! Reference Links: https://www.rorymon.com/blog/tech-debt-questions-for-louvre-config-man-update-cadence-to-change-win11-market-share-on-the-rise/

On this episode, I cover AI updates from OpenAI and Google, the painfully long issues plaguing Azure Front Door, an update on problems caused by recent Windows Updates and more! Reference Links: https://www.rorymon.com/blog/azure-front-door-issue-rolls-on-hotpatching-broken-by-update-long-running-windows-bug-fixed/

I cover layoffs from Amazon and GM, the root cause of the recent AWS outage, a concerning new Teams feature, my review of Pwn2Own Ireland and more! Reference Links: https://www.rorymon.com/blog/amazon-announces-layoffs-pwn2own-ireland-new-teams-monitoring-feature/

On this episode, I cover the worrying breach disclosed by F5, the tumultuous services outage around the globe caused by an AWS outage and much more! Reference Links: https://www.rorymon.com/blog/major-aws-outage-concerning-breach-of-f5-many-issues-caused-by-windows-updates/

On this episode, I cover the fact Windows 10 is now end of support and the implications of that plus the last Patch Tuesday for the OS, I also cover an alleged breach of Harvard University, fears of an AI bubble by Bank of England and much more! Reference Links: https://www.rorymon.com/blog/windows-10-end-of-support-ie-mode-restricted-patch-tuesday-news/

On this episode, I cover some issues that have been highlighted for those using Windows 11 25H2, a warning to AVD and Windows 365 customers, new Apps features in ChatGPT and much more! Reference Links: https://www.rorymon.com/blog/known-issues-in-win11-25h2-update-to-system-tray-coming-soon-warning-for-avd-and-win365-customers/

On this episode, I cover the release of Windows 11 25H2, a cool new AVD feature enters preview, an update on a worrying data breach at West Jet and much more! Reference Links: https://www.rorymon.com/blog/windows-11-25h2-now-available-free-win10-extended-support-for-some-handy-new-avd-feature/

I cover worrying details of a vulnerability that left Entra IDs exposed in the worst way! I also cover some recent Windows 365 announcements, info on some recent cyber attacks and much more! Reference Links: https://www.rorymon.com/blog/major-flights-disruptions-after-cyber-attack-windows-365-cloud-apps-in-preview-nvidia-openai-signed-major-deal/

On this episode, I cover some concerns raised about the Windows Updates for September including an SMBv1 connection issue, also a report released by OpenAI on how ChatGPT is used, scathing criticism of Microsoft by a US senator and much more! Reference Links: https://www.rorymon.com/blog/september-windows-update-concerns-august-uac-prompt-addressed-mistral-investment/

On this episode, I cover the Windows Updates for September's Patch Tuesday, an ongoing issue from August's Windows Updates, legal shenanigans impacting enterprise IT and consumer tech and much more! Reference Links: https://www.rorymon.com/blog/uac-prompt-issue-more-widespread-than-thought-patch-tuesday-news-azure-disruption-in-middle-east/

I cover the announcement of Windows 11 25H2 entering preview, worrying details about Citrix Netscaler vulnerabilities, a company changing AI approach after public failures and much more! Reference Links: https://www.rorymon.com/blog/windows-11-25h2-now-in-preview-citrix-netscaler-vulnerabilities-disclosed-amazing-ai-stethoscope/

On this episode, I cover problems caused by recent Windows Updates, Gartner's update to the DaaS Magic Quadrant, Windows 10 ESU concerns and much more! Reference Links: https://www.rorymon.com/blog/windows-update-woes-xai-brings-suit-against-apple-and-openai-is-genai-a-bubble/

On this episode, I cover the news from Patch Tuesday including an update issue on Windows 11 when using WSUS, I get into a new SSO feature for macOS and much more! Reference Links: https://www.rorymon.com/blog/windows-12-predictions-patch-tuesday-news-teams-security-enhancements/

On this episode, I cover the lackluster launch of GPT-5, a new preview of a Windows 365 Reserve feature, several vulnerability exploits and much more! Reference Links: https://www.rorymon.com/blog/gpt-5-has-arrived-win365-reserve-in-preview-lawsuit-to-try-to-extend-windows-10-support/

On this episode, I cover a critical Adobe vulnerability that gets a 10 on the severity scale, recent year on year metrics from AWS and much more! Reference Links: https://www.rorymon.com/blog/urgent-exchange-security-advisory-critical-adobe-vulnerability-nvidia-extending-win10-support/