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5 Bytes Podcast features some of the highlights in enterprise IT for the last week as well as some useful resources for IT Pros and more!

Rory Monaghan


    • Nov 10, 2025 LATEST EPISODE
    • weekly NEW EPISODES
    • 20m AVG DURATION
    • 412 EPISODES


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    Latest episodes from 5bytespodcast

    Tech Debt Questions for Louvre! Config Man Update Cadence to Change! Win11 Market Share on the Rise!

    Play Episode Listen Later Nov 10, 2025 17:07


    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/

    Azure Front Door Issue Rolls On! Hotpatching Broken by Update! Long Running Windows Bug Fixed!

    Play Episode Listen Later Nov 4, 2025 17:14


    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/

    Amazon Announces Layoffs! Pwn2Own Ireland! New Teams Monitoring Feature!

    Play Episode Listen Later Oct 29, 2025 33:05


    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/

    Major AWS Outage! Concerning Breach of F5! Many Issues Caused by Windows Updates!

    Play Episode Listen Later Oct 21, 2025 19:46


    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/

    Windows 10 End of Support! IE Mode Restricted! Patch Tuesday News!

    Play Episode Listen Later Oct 15, 2025 23:11


    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/

    Known Issues in Win11 25H2! Update to System Tray Coming Soon! Warning for AVD and Win365 Customers!

    Play Episode Listen Later Oct 8, 2025 20:46


    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/

    Windows 11 25H2 Now Available! Free Win10 Extended Support for Some! Handy New AVD Feature!

    Play Episode Listen Later Oct 1, 2025 18:13


    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/

    Major Flights Disruptions After Cyber Attack! Windows 365 Cloud Apps in Preview! Nvidia & OpenAI Signed Major Deal!

    Play Episode Listen Later Sep 25, 2025 18:41


    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/

    September Windows Update Concerns! August UAC Prompt Addressed! Mistral Investment!

    Play Episode Listen Later Sep 17, 2025 23:27


    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/

    UAC Prompt Issue More Widespread Than Thought! Patch Tuesday News! Azure Disruption in Middle East!

    Play Episode Listen Later Sep 11, 2025 28:31


    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/

    Windows 11 25H2 Now In Preview! Citrix NetScaler Vulnerabilities Disclosed! Amazing AI Stethoscope!

    Play Episode Listen Later Sep 1, 2025 18:55


    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/

    Windows Update Woes! xAI Brings Suit Against Apple and OpenAI! Is GenAI a Bubble?!

    Play Episode Listen Later Aug 26, 2025 25:49


    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/

    Windows 12 Predictions! Patch Tuesday News! Teams Security Enhancements!

    Play Episode Listen Later Aug 18, 2025 17:09


    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/

    GPT-5 Has Arrived! Win365 Reserve in Preview! Lawsuit to try to Extend Windows 10 Support!

    Play Episode Listen Later Aug 12, 2025 21:46


    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/

    Urgent Exchange Security Advisory! Critical Adobe Vulnerability! Nvidia Extending Win10 Support!

    Play Episode Listen Later Aug 7, 2025 26:58


    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/

    Flights Cancelled After Cyber Attack! ChatGPT Study Mode! UK Age Verification!

    Play Episode Listen Later Jul 30, 2025 22:36


    On this episode, I cover a story about an airline grounding flights after a cyber attack, a macOS security concern, application containers for Windows on Arm, a whole lot of AI news and more! Reference Links: https://www.rorymon.com/blog/flights-cancelled-after-cyber-attack-chatgpt-study-mode-uk-age-verification/

    Major SharePoint Attack Underway! Connect Cache Goes GA! New AI Feature in Win11!

    Play Episode Listen Later Jul 24, 2025 25:18


    On this episode, I cover the active exploitation of a critical SharePoint vulnerability, a Windows Server update causing cluster issues, the Citrix Bleed 2 exploit, and Google's discovery of a SonicWall backdoor and more. Reference Links: https://www.rorymon.com/blog/major-sharepoint-attack-underway-connect-cache-goes-ga-new-ai-feature-in-win11/

    Google AI Security Milestone! In-box Windows Apps to be Updated! Issues Caused by Updates!

    Play Episode Listen Later Jul 17, 2025 21:33


    I cover some issues caused by the latest Windows Updates, give an update on the M&S cyber attack, I discuss a landmark for Google's AI security platform and much more! Reference Links: https://www.rorymon.com/blog/google-ai-security-milestone-in-box-windows-apps-to-be-updated-issues-caused-by-updates/

    Windows Update Causing Firewall Error! Patch Tuesday News! Grok Goes Crazy!

    Play Episode Listen Later Jul 9, 2025 19:15


    I cover the latest Patch Tuesday news, more metrics on Windows 11 adoption, some InfoSec stories and much more! Reference Links: https://www.rorymon.com/blog/windows-update-causing-firewall-error-patch-tuesday-news-grok-goes-crazy/

    Win10 Lingers On! Windows Update Delay Issue! Facial Recognition Could Become the Norm!

    Play Episode Listen Later Jul 2, 2025 23:46


    On this episode, I go over several updates on Windows 10 end of support and the state of the union regarding Windows 11 adoption, I also give an update on CitrixBleed2, HPE's attempted acquisition of Juniper and much more! Reference Links: https://www.rorymon.com/blog/win10-still-on-half-of-business-devices-windows-update-delay-issue-facial-recognition-could-become-the-norm/

    Free Windows 10 ESU Offer! Known OneDrive Issues! Changes for Windows 365!

    Play Episode Listen Later Jun 26, 2025 21:59


    I cover another issue related to the June Windows Updates, some known issues facing OneDrive customers, announcements from Cisco Live 2025 and HPE Discover plus more! Reference Links: https://www.rorymon.com/blog/free-windows-10-esu-offer-known-onedrive-issues-changes-for-windows-365/

    Microsoft 365 Authentication Issues! Danish Agency to Ditch Office! June Update Issue!

    Play Episode Listen Later Jun 16, 2025 12:28


    On this episode, I provide an update on the recent Windows updates and report of an issue caused by one of the updates. I cover some new enhancements from OpenAI, the culmination of a 4 year study into remote work and more! Reference Links: https://www.rorymon.com/blog/microsoft-365-authentication-issues-danish-agency-to-ditch-office-june-update-issue/

    Apple Announcements from WWDC! Patch Tuesday News! Grim Job Forecast for IT Pros!

    Play Episode Listen Later Jun 12, 2025 23:19


    On this episode, I talk about a worrying job forecast for IT Pros, several consumer side announcements from Apple and Microsoft, Patch Tuesday news and much more! Reference Links: https://www.rorymon.com/blog/apple-announcements-from-wwdc-patch-tuesday-news-grim-job-forecast-for-it-pros/

    Login VSI Announces an Acquisition! IGEL Announces an Acquisition! New Rules Set for USB-C!

    Play Episode Listen Later Jun 4, 2025 23:44


    On this episode, I talk about another issue caused by the May Windows Updates, some exciting announcements around acquisitions in EUC and much more! Reference Links: https://www.rorymon.com/blog/login-vsi-announces-an-acquisition-igel-announces-an-acquisition-new-rules-set-for-usb-c/

    Google I/O Announcements! Resume In-App Option Coming! AV in Image Management Tip!

    Play Episode Listen Later May 29, 2025 38:55


    On this episode, I cover a lot more AI news (no surprise), an update on the Coinbase breach, a fix for the Bitlocker recovery prompt issue on Windows 10 and more! Reference Links: https://www.rorymon.com/blog/google-i-o-announcements-resume-in-app-option-coming-av-in-image-management-tip/

    Microsoft BUILD 2025 Highlights! Update Causing Bitlocker Prompts! OpenAI Announces New Agent!

    Play Episode Listen Later May 20, 2025 32:29


    On this episode, I cover some of the fallout from the recent Windows Updates, I get into some highlights from Microsoft BUILD and much more! Reference Links: https://www.rorymon.com/blog/microsoft-build-2025-highlights-update-causing-bitlocker-prompts-openai-announces-new-agent/

    Spectre v2 Raises its Ugly Head Once More! Patch Tuesday News! Microsoft Announces Layoffs!

    Play Episode Listen Later May 14, 2025 23:29


    On this episode, I cover the details of the latest Windows Updates for this month's Patch Tuesday, I dive into the latest AI news, an Office bug causing high resource utilization and much more! Reference Links: https://www.rorymon.com/blog/spectre-v2-raises-its-ugly-head-once-more-patch-tuesday-news-microsoft-announces-layoffs/

    Apple Smacked Down in Court! Good Quarter for Microsoft! Discount for New Win365 Customers!

    Play Episode Listen Later May 5, 2025 18:51


    On this episode, I cover the details of the latest court ruling against Apple on its alleged anti-competitive practices. I also dive into newly disclosed cyber attacks in the UK and much more! Reference Links: https://www.rorymon.com/blog/apple-dressed-down-in-court-microsoft-beats-expectations-significant-win365-discount/

    Many Suitors After Google Chrome! M&S Hit by Ransomware! Hotpatching to Require Subscription!

    Play Episode Listen Later Apr 30, 2025 16:13


    On this episode, I cover some recent issues caused by the April Windows Updates, I cover the news of many suitors vying for Google Chrome, annoyances with ChatGPT and more! Reference Links: https://www.rorymon.com/blog/many-suitors-after-google-chrome-ms-hit-by-ransomware-hotpatching-to-require-subscription/

    Entra ID Account Lockouts! Critical PyTorch Bug! Scheduled Tasks for Gemini!

    Play Episode Listen Later Apr 23, 2025 18:50


    I cover the news over the weekend about Entra ID account lockouts, I discuss several recent vulnerabilities, a policy change by Google and more! Reference Links: https://www.rorymon.com/blog/entra-id-account-lockouts-critical-pytorch-bug-scheduled-tasks-for-gemini/

    April Updates Causing Headaches! Google Announces Layoffs! Return of a Free ESXi!

    Play Episode Listen Later Apr 16, 2025 18:04


    In this episode, I cover news of fallout from the April Windows updates, the latest AI developments, a new FSLogix release and more. Reference Links: https://www.rorymon.com/blog/april-updates-causing-headaches-google-announces-layoffs-return-of-a-free-esxi/

    Confusing Patch Tuesday News! Cyber Gang's Messages Leaked! WSUS Driver Sync Revived!

    Play Episode Listen Later Apr 10, 2025 34:15


    In this episode, I provide a roundup of Patch Tuesday news including worrying aspects of one patch and vulnerability mitigation process, I also provide an update on the Oracle breach, a change to Windows 11 Start Menu and more! Reference Links: https://www.rorymon.com/blog/confusing-patch-tuesday-news-cyber-gangs-messages-leaked-wsus-driver-sync-revived/

    Major Data Breach of Popular EHR Platform! New Win11 Roadmap! VMware Suing Customer!

    Play Episode Listen Later Apr 3, 2025 29:09


    I cover the concerning story of a data breach of Oracle Health and a haphazard disclosure by Oracle, I also cover multiple AI related stories (of course), provide updates on some Windows issues caused by recent updates and much more! Reference Links: https://www.rorymon.com/blog/major-data-breach-of-popular-ehr-platform-new-win11-roadmap-vmware-suing-customer/

    Cloudflare Launches AI Tricking Feature! Google Drive Arm Compatibility! OneNote App Support to End!

    Play Episode Listen Later Mar 26, 2025 24:29


    I provide an update on the recent GitHub Actions exploits, information on a recently disclosed vulnerability in Veeam's backup service, the end of support for a OneNote app and much more! Reference Links: https://www.rorymon.com/blog/cloudflare-launches-ai-tricking-feature-google-drive-arm-compatibility-onenote-app-support-to-end/

    Google's Largest Acquisition Ever! Windows Update Concerns! Java 24 Goes GA!

    Play Episode Listen Later Mar 20, 2025 33:01


    In this episode, I cover the announcement of Google's largest ever acquisition, info on issues caused by this month's Windows Updates and much more! Reference Links: https://www.rorymon.com/blog/googles-largest-acquisition-ever-windows-update-concerns-java-24-goes-ga/

    OneDrive to Prompt Users! Patch Tuesday News! Remote Desktop App Being Retired Soon!

    Play Episode Listen Later Mar 12, 2025 37:36


    In this episode, I cover the latest in AI news, the removal of a recent Windows 11 upgrade block for AutoCAD customers, an incredible polymorphic extension exploit in Chrome plus more! Reference Links: https://www.rorymon.com/blog/onedrive-to-prompt-users-patch-tuesday-news-remote-desktop-app-being-retired-soon/

    Skype to be Retired Soon! New Win11 Upgrade Block! Citrix Licensing Service Issue!

    Play Episode Listen Later Mar 3, 2025 16:56


    In this episode, I cover multiple recent service outages, a concern about a recent policy change by Mozilla, the sudden announcement that Skype will be shutdown within weeks plus more! Reference Links: https://www.rorymon.com/blog/skype-to-be-retired-soon-new-win11-upgrade-block-citrix-licensing-service-issue/

    Free Version of Office! Big Changes for Docker! Latest AI Developments!

    Play Episode Listen Later Feb 26, 2025 23:50


    I cover several developments in GenAI including from OpenAI, Google and Anthropic. I also cover a fix Microsoft is working on for issues with SSH connections, changes to Docker and a free version of Microsoft Office plus more! Reference Links: https://www.rorymon.com/blog/free-version-of-office-big-changes-for-docker-latest-ai-developments/

    Update Causing File Explorer Instability! App-V Abused by Cyber Gang! HP AI Acquisition!

    Play Episode Listen Later Feb 20, 2025 20:57


    In this episode, I cover vulnerabilities some of the issues and fallout from this month's Windows update, some details on an App-V client vulnerability being abused by a Chinese cyber gang and a lot of developments in the AI and quantum computing space. Reference Links: https://www.rorymon.com/blog/update-causing-file-explorer-instability-app-v-abused-by-cyber-gang-hp-ai-acquisition/

    New Outlook App Forced on Win10! Patch Tuesday News! OpenAI to Cancel o3!

    Play Episode Listen Later Feb 13, 2025 19:50


    In this episode, I cover vulnerabilities patched in this month's Windows Updates and some vulnerabilities patched by other vendors. I also cover a newly published exploit, a large scale brute force attack under way, resources for AVD and more! Reference Links: https://www.rorymon.com/blog/new-outlook-app-forced-on-win10-patch-tuesday-news-openai-to-cancel-o3/

    Report on Cloud Service Market! Win11 on the Rise! Dell Orders Return to the Office!

    Play Episode Listen Later Feb 6, 2025 15:47


    In this episode, I provide an update on the UK regulator investigation into the cloud services market, I talk an increase of Windows 11 adoption, I discuss a helpful script to combat a vulnerability exploit and much more! Reference Links: https://www.rorymon.com/blog/report-on-cloud-service-market-win11-on-the-rise-dell-orders-return-to-the-office/

    DeepSeek Heats Up AI Race! January Windows Update Warning! Google Disables Sync for Some Customers!

    Play Episode Listen Later Jan 29, 2025 27:43


    In this episode, I go deep into the barrage of news about the Chinese DeepSeek GenAI service and its disruption to the tech industry, I get into the largest breach in US history and much more! Reference Links: https://www.rorymon.com/blog/deepseek-heats-up-ai-race-january-windows-update-warning-google-disables-sync-for-some-customers/

    Price Increase for M365 and Google Workspace! MFA Outage Concerns! 24H2 Blocks Cleared!

    Play Episode Listen Later Jan 21, 2025 16:31


    In this episode, I cover price changes announced by both Google and Microsoft to their respective productivity suites, I also cover an interesting report on AI that casts doubt on claims it will be a long term negative on the job market and I cover concerns about MFA after a recent outage plus more! Reference Links: https://www.rorymon.com/blog/price-increase-for-m365-and-google-workspace-mfa-outage-concerns-24h2-blocks-cleared/

    Layoffs at Microsoft! Patch Tuesday News! Azure Price Adjustment!

    Play Episode Listen Later Jan 16, 2025 17:30


    In this episode, I cover this month's Patch Tuesday news, a warning from Microsoft about the upcoming retirement of some PowerShell modules, a price cut for some Azure customers and much more! Reference Links: https://www.rorymon.com/blog/layoffs-at-microsoft-patch-tuesday-news-azure-price-adjustment/

    Another Issue with Win11 24H2! Siri Eavesdropping Allegations! CES 2025!

    Play Episode Listen Later Jan 9, 2025 28:17


    In this episode, I give a glimpse at some of the announcements made at CES 2025, I cover issues with Windows 11 24H2, all the latest from OpenAI and much more! Reference Links: https://www.rorymon.com/blog/another-issue-with-win11-24h2-siri-eavesdropping-allegations-ces-2025/

    Big Tech Trends of 2024 and a Look Ahead to 2025!

    Play Episode Listen Later Dec 31, 2024 15:44


    This is my special annual episode where I discuss the big trends and stories related to enterprise IT in 2024 and add dive into some thoughts about the year ahead! Episode Landing Page: https://www.rorymon.com/blog/big-tech-trends-of-2024-and-a-look-ahead-to-2025/

    Qualcomm & Arm Case Complete! Free Copilot for GitHub for All! Windows Kernel Vulnerability Exploit!

    Play Episode Listen Later Dec 23, 2024 11:15


    In this episode, I wrap up the year with warnings of some vulnerabilities, a gift from Microsoft to the community with the introduction of a free Copilot for Github tier and more! Reference Links: https://www.rorymon.com/blog/qualcomm-arm-trial-complete-free-copilot-for-github-for-all-windows-kernel-vulnerability-exploit/

    Podcast Milestone! Citrix NetScalers Under Attack! Browser Usage Metrics!

    Play Episode Listen Later Dec 17, 2024 17:11


    In this episode, I cover the fallout from the recent Windows Updates, updates from Google on their GenAI initiatives, worrying reports of brute force attacks on Citrix Netscalers and more! Reference Links: https://www.rorymon.com/blog/podcast-milestone-citrix-netscalers-under-attack-browser-usage-metrics/

    Major Acquisitions Announced! Final Patch Tuesday of 2024! Broadcom Backtracks!

    Play Episode Listen Later Dec 12, 2024 26:08


    This week I cover major tech acquisition from Citrix and TeamViewer, I give a rundown of this month's Patch Tuesday news, a lot of AI news and more! Reference Links: https://www.rorymon.com/blog/major-acquisitions-announced-final-patch-tuesday-of-2024-broadcom-backtracks/

    24H2 Blocked from More PCs! IT Job Forecast for 2025! App Uninstall Issue!

    Play Episode Listen Later Dec 5, 2024 19:30


    This week I cover troubling new stats from Stat Counter indicating Windows 11 adoption has actually declined and Windows 10 is on the rise once more, I also discuss changes made to the way Firefox handles default settings, Microsoft's stance on running Windows 11 on unsupported hardware and more! Reference Links: https://www.rorymon.com/blog/24h2-blocked-from-more-pcs-it-job-forecast-for-2025-app-uninstall-issue-2/

    24H2 Blocked from More PCs! IT Job Forecast for 2025! App Uninstall Issue!

    Play Episode Listen Later Nov 29, 2024 20:07


    This week I provide update on the US DoJ's attempts to break up Google, I discuss a change to a Microsoft licensing resource and cover a forecast for IT jobs in 2025 plus much more! Reference Links: https://www.rorymon.com/blog/24h2-blocked-from-more-pcs-it-job-forecast-for-2025-app-uninstall-issue/

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