5bytespodcast

Microsoft Patches 1,411 Flaws, OpenAI Agents Attach Wikipedia & Cyberattacks Hit Supermarkets Oct 19, 2026 00:38:28 On this episode I cover Microsoft's staggering 1,411 security fixes, including an actively exploited Windows vulnerability, alongside critical issues affecting Docker Hub and Ivanti Connect Secure plus much more! Reference Links: https://www.rorymon.com/blog/microsoft-patches-1411-flaws-openai-agents-attach-wikipedia-cyberattacks-hit-supermarkets/

Azure Prices Soar, Windows 11 Bugs & Major Data Breaches Oct 12, 2026 00:30:25 On this episode: Microsoft is hitting Azure customers with some significant price increases, including a 17% jump for certain services in its Dublin region. Windows 11 is causing even more problems, the Netherlands is working on a Linux-based alternative to Microsoft software, and a massive data breach has exposed the personal information of millions of people in Denmark plus much more. Reference

AI Agents Go Rogue, Firefox Gets a Makeover & WSL Containers Arrive Oct 5, 2026 00:23:26 AI agents are trying to hack government websites, Microsoft says attackers have the early advantage with AI, Firefox gets a major makeover, Cisco patches an actively exploited zero-day, WSL Containers arrive and McDonald's is using AI to help figure out how much customers will pay and more. Reference Links: https://www.rorymon.com/blog/ai-agents-go-rogue-firefox-gets-a-makeover-wsl-containers-arr

Windows 11 26H2 Arrives & AI Agents Run Wild Sep 30, 2026 00:38:33 Featured on this episode: Windows 11 26H2 begins rolling out, Microsoft pauses a troublesome Office update, and AVD users encounter new black screen issues. Plus, AI agents feature heavily this week — from autonomous cyberattacks and malware to OpenAI’s new always-on Dots agents. I also cover WDS deprecation, several actively exploited vulnerabilities, an extraordinary NHS data-loss incident, and

Microsoft Breaks Domain Trust, AWS Loses Data & AI Scraping Revelations Sep 23, 2026 00:24:27 On this week’s episode of the 5BytesPodcast, I cover a Windows 11 update causing domain trust issues, Microsoft’s timeline for finally retiring IE Mode, major cloud data loss at AWS following attacks in the Middle East, and contrasting warnings about the future of AI from Nvidia and Anthropic. Plus, newly unsealed documents reveal some eye-opening internal comments from Microsoft and OpenAI about

Windows 11 Update Chaos & Revolut Exposes Some Passport Data Sep 15, 2026 00:19:52 Microsoft’s September updates are breaking Remote Desktop, File Explorer and other Windows features, while Revolut has exposed customer passports, identity documents and transaction data after receiving fraudulent government requests. Also covered: passkey-themed Microsoft 365 phishing, the GrayRabbit backdoor, critical Check Point VPN flaws, the end of Office 2021 support and Microsoft’s humanist

Microsoft Patches 960+ Flaws, Astra Finds Zero-Days & Apple Goes Foldable Sep 10, 2026 00:22:04 Microsoft patches a record-breaking 966 security vulnerabilities, including two actively exploited zero-days. Also covered: GPT-6 Astra’s advanced cybersecurity capabilities, OpenAI agents bypassing sandbox restrictions, Project Zenith, Apple’s first foldable iPhone and more. Reference Links: https://www.rorymon.com/blog/microsoft-patches-960-flaws-astra-finds-zero-days-apple-goes-foldable/

Meta’s AI Overhaul Stumbles & 284 Million Patient Records Allegedly Stolen Sep 2, 2026 00:25:47 This week on the 5BytesPodcast, we cover claims that a staggering 284 million records were stolen in a cyberattack on healthcare giant McKesson, while Meta’s ambitious plans to reshape its workforce around AI reportedly ran into trouble. We also discuss Meta testing robots inside its data centres, critical ServiceNow vulnerabilities, a new PowerShell-based attack technique, Microsoft’s latest Wind

AI Attacks on Critical Infrastructure, Grok Leaks Data & Critical Entra ID Flaw Aug 26, 2026 00:23:44 On this week’s episode, security agencies warn that attackers are using AI-generated tools to target industrial control systems, researchers demonstrate another worrying data-theft attack against Grok, and Microsoft addresses a maximum-severity vulnerability in Entra ID. I also cover more problems caused by the August Windows updates, new protections against bots in Teams meetings, Apple’s latest

Alleged Major Azure Data Theft, AI Buying Thousands of Books and RingCentral Breached Aug 18, 2026 00:19:47 This week on the 5 Bytes Podcast, we cover claims of a massive Azure data exfiltration campaign impacting major global companies, breaches and security incidents involving RingCentral and Shell, and active exploitation targeting VMware vCenter and macOS. We also look at Kimi K3 arriving on GitHub, mysterious bulk book purchases potentially linked to AI training, Firefox testing a built-in ad block

400 Microsoft Flaws, Rogue Wi-Fi at 30,000 Feet & GPT-5.6 Cyber Aug 12, 2026 00:21:26 Coming up this week, Microsoft patches 400 vulnerabilities, including an actively exploited zero-day. Microsoft accidentally pushes a new OneDrive app to Windows 11 PCs, DEF CON attendees are accused of causing Wi-Fi chaos on a Delta flight, and OpenAI rolls out a powerful new AI model specifically for cybersecurity. Plus, we’ve got some notable Windows 365 updates and plenty more. All that and

AI Gets Smarter, Cheaper... and Harder to Contain Aug 6, 2026 00:29:22 This week on the 5 Bytes Podcast, Anthropic claims its AI models also managed to break out of isolated test environments and launch real-world attacks, while Google says AI helped it fix more than 1,000 Chrome security flaws across just two releases. We also look at DeepSeek continuing to drive down AI costs, OpenAI responding with major price cuts, Microsoft introducing internal AI token budgets

Microsoft's AI Security Push, Hotel Wi-Fi Attacks & TPM Comes to KMS Jul 29, 2026 00:40:35 This week, Microsoft is betting big on AI-driven cybersecurity, there's another sophisticated attack targeting Microsoft 365 users, VMware has lost yet another large customer, and we'll cover all of the latest enterprise IT news you need to know from the past week. Reference Links: https://www.rorymon.com/blog/microsofts-ai-security-push-hotel-wi-fi-attacks-tpm-comes-to-kms/

ServiceNow Exploited, Windows Privilege Escalation & Microsoft's AI U-Turn Jul 22, 2026 00:39:40 This week we've got a newly disclosed Windows privilege escalation technique that's serious enough for Microsoft to begin investigating, attackers wasting no time exploiting a critical ServiceNow vulnerability in the wild, and Zoom urging customers to update against a critical account takeover flaw. To hear about this and much more, check out this week's episode. Reference Links: https://www.rory

A Record Breaking 570 Flaws and Microsoft Wants You to Patch Faster Jul 15, 2026 00:38:06 This week, Microsoft has just released the biggest Patch Tuesday in its history with 570 security vulnerabilities fixed, AI is forcing IT teams to rethink how quickly they deploy updates, and we're seeing yet another reminder that patching isn't always straightforward when one Windows update is already being blocked on some Dell systems. We'll also look at new attacks targeting password manager us

Microsoft Cuts 4,800 Jobs, Claude AI Backlash & T-Mobile's Great Escape from VMware Jul 8, 2026 00:32:48 Unfortunately, there are some audio issues this week. I was unable to remedy them but will make sure they are sorted next week but on this week's episode: Microsoft is cutting nearly 5,000 jobs, with Xbox among the businesses being restructured — and employees here in Ireland are also being impacted. Meanwhile, Anthropic’s once-hyped Claude Fable model is back, but users say the new guardrails h

Ford Rehires Humans AI Couldn't Replace, Microsoft Extends Windows & Multiple Vendors Breached Jul 1, 2026 00:22:13 This week we're reminded that AI still has its limits, Windows 10 refuses to die, and yet again we're seeing how a single compromise at a trusted vendor can ripple across multiple organizations. We'll cover Ford rehiring experienced engineers, Microsoft's latest Windows extension, several high-profile security incidents, plus the latest enterprise management news, security updates, and our usual s

Tesco's Risky VMware Exit & Ireland's €1 Billion Microsoft Bill Jun 24, 2026 00:22:08 Is Enterprise Tech Becoming Too Expensive to Maintain? From Ireland's staggering €1 billion Microsoft licensing renewal to Tesco's risky, high-speed migration away from Broadcom and VMware, the cost of enterprise infrastructure is reaching a breaking point. In this episode, we break down the upcoming Windows 11 26H2 release, Microsoft's newest Recycle Bin and Word automation bugs, and the contro

AI Agents Leak Data, Fall For Phishing & More Jun 17, 2026 00:26:11 This week, we're seeing a pattern emerge across the industry when it comes to AI. Anthropic is dealing with restrictions on its newest model put in place by the US government. Researchers tricked AI agents into handing over credentials and customer data and Microsoft unfortunately is once again cleaning up after a supply chain compromise. AI is obviously getting more capable but it is also creatin

AI Just Killed 123,000 Tech Jobs and Did AI Play a Role in June's 200 Windows Vulnerabilities? Jun 10, 2026 00:35:27 AI is claiming hundreds of thousands of tech jobs, but is it also playing a role in discovering vulnerabilities? This week, we dive into Microsoft's chaotic June 2026 Patch Tuesday, which addressed an astronomical 200 flaws including 3 active zero-days. Plus, we break down Apple's massive AI pivot at WWDC 2026, Microsoft's driver update disaster, and the latest accusations of an Edge browser monop

Microsoft BUILD 2026 Announcements! NVIDIA Taking On the PC Market! Japan Hits 6G Milestone! Jun 3, 2026 00:26:03 On the podcast this week, I cover my highlights from the various announcements made during Microsoft BUILD, I provide a follow up on the recently published exploit by a disgruntled security researcher, discuss a European search engine move and much more! Reference Links: https://www.rorymon.com/blog/microsoft-build-2026-announcements-nvidia-taking-on-the-pc-market-japan-hits-6g-milestone/

Defender Vulnerabilities Disclosed! New Issue on Server 2016! Updates Coming to Windows 11! May 29, 2026 00:22:18 On the podcast this week, I cover a whole lot of security related stories including concerning Defender, Drupal and UniFiOS vulnerability, a tone deaf comment from a Finance CEO regarding AI and much more! Reference Links: https://www.rorymon.com/blog/defender-vulnerabilities-disclosed-new-issue-on-server-2016-updates-coming-to-windows-11/

Google I/O 2026 Announcements! California May Put New Tax on SaaS! Windows Update Issues! May 21, 2026 00:38:54 On the podcast this week, I cover several issues caused by recent Windows updates, my highlights from the Google I/O announcements, changes for Microsoft Teams and much more! Reference Links: https://www.rorymon.com/blog/google-i-o-2026-announcements-california-may-put-new-tax-on-saas-windows-update-issues/

Citrix Flex Platform Announced! Patch Tuesday Roundup! Critical Linux Zero Day! May 13, 2026 00:29:02 On the podcast this week, I cover Patch Tuesday news, a worrying Linux vulnerability, an interesting survey result about employees thoughts on selling credentials and much more! Reference Links: https://www.rorymon.com/blog/citrix-flex-platform-announced-patch-tuesday-roundup-critical-linux-zero-day/

Modern Print Architecture Change! Huge Move to Zoho Mail! Microsoft Vows to Win Back Customers! May 6, 2026 00:24:05 On the podcast this week, I cover news of an April Windows Update causing issues, a story about a government moving 1.2 million mailboxes to Zoho Mail, enforcement of a laptop standard by the European Commision and much more! Reference Links: https://www.rorymon.com/blog/modern-print-architecture-change-huge-move-to-zoho-mail-microsoft-vows-to-win-back-customers/

Bitwarden Security Incident! New Apple CEO Announced! Employee Buyout Expected at Microsoft! Apr 27, 2026 00:27:17 On this episode, I cover news on the latest LLMs by DeepSeek and OpenAI, I also provide an update on the UK case against Microsoft over Windows Server licensing for cloud providers and much more! Reference Links: https://www.rorymon.com/blog/bitwarden-security-incident-new-apple-ceo-announced-employee-buyout-expected-at-microsoft/

Issues with April Windows Updates! Server 2025 for AVD! New Citrix NetScaler Concerns! Apr 20, 2026 00:19:38 On this episode, I cover some fallout from issues caused by the recent Windows Updates, the general availability of Server 2025 support on AVD, a story about Microsoft providing a security assist to Apple and much more! Reference Links: https://www.rorymon.com/blog/issues-with-april-windows-updates-server-2025-for-avd-new-citrix-netscaler-concerns/

Microsoft Paused Developer Accounts! Patch Tuesday News! Employees Admit to Actively Sabotaging AI! Apr 15, 2026 00:27:01 On this episode, I cover the recent Windows Updates released for April Patch Tuesday, a lot more AI news, an update on a recent security breach at Rockstar Games, concerns for certain Citrix customers and much more! Reference Links: https://www.rorymon.com/blog/microsoft-paused-development-accounts-patch-tuesday-news-employees-admit-to-actively-sabotaging-ai/

Exploit Published for Unpatched Windows Flaw! Claude Code Leaked! AWS Regions Still Down! Apr 8, 2026 00:20:08 On this episode, I cover recent issues caused by updates, unfortunate news of industry layoffs, worry vulnerabilities and much more! Reference Links: https://www.rorymon.com/blog/exploit-published-for-unpatched-windows-flaw-claude-code-leaked-aws-regions-still-down/

New Actively Exploited Flaws! European Commission Breached! Microsoft Units Face Hiring Freeze! Apr 1, 2026 00:24:17 On this episode, I cover more news of recent Windows Updates, troubling times for Microsoft investors, AI discovering vulnerabilities and much more! Reference Links: https://www.rorymon.com/blog/actively-exploited-vulnerabilities-disclosed-european-commission-breached-microsoft-units-facing-hiring-freeze/

Overhaul of Windows Updates! ChatGPT Library Announced! Foreign Routers to be Banned from US! Mar 25, 2026 00:20:44 On this episode, I cover more fallout from the last round of Windows Updates and news of an upcoming change to Windows Update behavior, I also dive further into the recent Stryker security incident and much more! Reference Links: https://www.rorymon.com/blog/overhaul-of-windows-updates-chatgpt-library-announced-foreign-routers-to-be-banned-from-us/

Issues Caused by Recent Updates! Samsung App Caused Havoc on Some Windows Desktops! Mar 19, 2026 00:21:24 On this episode, I cover issues reported after recent patches, a wild story about serious problems caused by a Samsung app, an update on the recent Stryker security incident and much more! Reference Links: https://www.rorymon.com/blog/issues-caused-by-recent-updates-samsung-app-caused-havoc-on-some-windows-desktops/

LastPass Phishing Campaign! Patch Tuesday News! Big Company had Thousands of Devices Wiped! Mar 12, 2026 00:21:15 On this episode, I cover a crazy cyber attack story involving a Fortune 500 company, the latest Patch Tuesday News and much more! Reference Links: https://www.rorymon.com/blog/lastpass-phishing-campaign-patch-tuesday-news-big-company-had-thousands-of-devices-wiped/

Windows 12 Speculation! New GPT Model Rolls Out! Chrome Update Cadence Change! Mar 5, 2026 00:30:56 On this episode, I cover interesting speculation on Windows 12 and its potential release in 2026, an update on the recent cyber attack on a hospital system, lots of AI related news and much more! Reference Links: https://www.rorymon.com/blog/windows-12-speculation-new-gpt-model-rolls-out-chrome-update-cadence-change/

IBM Stock Slide! Clinics Taken Down by Cyber Attack! BeyondTrust Vulnerability Being Exploited! Feb 26, 2026 00:20:49 I dive into a devastating cyber attack on medical clinics in the US that sent them into downtime protocols, an update on the BeyondTrust vulnerability, rumors of new product launches by Apple and much more! Reference Links: https://www.rorymon.com/blog/ibm-stock-slide-clinics-taken-down-by-cyber-attack-beyondtrust-vulnerability-being-exploited/

Criticisms of EU Regulations Increase! New Script Library Feature for Defender! IT Nightmare Story! Feb 18, 2026 00:31:35 On this episode, I go into several stories related to criticism of European Commission regulations, various security related stories, upcoming enhancements for PowerShell and much more! Reference Links: https://www.rorymon.com/blog/criticisms-of-eu-regulations-increase-new-script-library-feature-for-defender-it-nightmare-story/

Patch Tuesday News! Azure Outage Impacted Windows Updates! Win11 26H1 Info! Feb 12, 2026 00:30:40 On this episode, I go into an update on the Secure Boot certificate update, the upcoming Windows 11 26H1 release, recent Azure outage, signs Microsoft will be focusing on quality and more! Reference Links: https://www.rorymon.com/blog/patch-tuesday-news-azure-outage-impacted-windows-updates-wom11-26h1-info/

Win11 Outperforms Win10! NTLM to be Disabled by Default! VMware ESXi Being Exploited in Attacks! Feb 7, 2026 00:34:18 On this episode, I cover the retirement of a Microsoft product API, the disablement of another Microsoft feature, worrying cyber attack news and much more! Reference Links: https://www.rorymon.com/blog/win11-outperforms-win10-ntlm-to-be-disabled-by-default-vmware-esxi-being-exploited-in-attacks-again/

Out-of-Band Patches Released! App-V Script Utilized in Exploit! Win11 Boot Errors! Jan 28, 2026 00:23:56 On this episode, I cover more Windows Update fallout news, information on recent out-of-band patches for Office, the latest AI news and much more! Reference Links: https://www.rorymon.com/blog/out-of-band-patches-released-app-v-script-utilized-in-exploit-win11-boot-errors/

Apple and Google Sign Major Agreement Patch Tuesday News! ChatGPT Go Now Worldwide! Jan 20, 2026 00:16:20 On this episode, I cover the recent Windows Updates from Patch Tuesday and the issues caused by them, some recent AI developments and worrying news that a Fortune 100 Financial company was hit by a strain of malware plus much more! Reference Links: https://www.rorymon.com/blog/apple-and-google-sign-major-agreement-patch-tuesday-news-chatgpt-go-now-worldwide/

Firewall Config Issues! MDT Retirement! Software Update from Hell! Jan 13, 2026 00:28:34 I cover issues in Intune relating to Firewall configurations, the retirement of MDT, a reboot loop issue on Cisco switches, a software update from hell story plus much more! Reference Links: https://www.rorymon.com/blog/firewall-config-issues-mdt-retirement-software-update-from-hell/

MongoBleed Being Exploited! RAM Price Inflation Continues! Ads in ChatGPT! Jan 5, 2026 00:18:26 On this episode, I cover some security concerns that have bubbled up over the last couple of weeks including MongoBleed and several harmful Chrome extensions, talk of ads coming to ChatGPT and much more! Reference Links: https://www.rorymon.com/blog/mongobleed-being-exploited-ram-price-inflation-continues-ads-in-chatgpt/

A Look at the Big Developments of 2025! Jan 2, 2026 00:17:33 This is my annual wrap episode where I cover some of the highlights in enterprise IT news in 2025.

Update Causing RemoteApp Connection Issues! Vendor Ditches 32-Bit App! Global Teams Outage! Dec 22, 2025 00:12:23 On this episode, I cover more issues caused by recent Windows updates, the most recent AI news and more! Reference Links: https://www.rorymon.com/blog/update-causing-remoteapp-connection-issues-vendor-ditches-32-bit-app-global-teams-outage/

Concerning Notepad++ Incident! December Updates Woes! Festive Tech Calendar! Dec 17, 2025 00:28:02 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/

Price Changes for Microsoft 365! Patch Tuesday News! OpenAI Declares Code Red! Dec 10, 2025 00:20:03 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/

AI Breaking Recruiter Trust! How much RAM is Enough? File Explorer Issues! Dec 4, 2025 00:17:50 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/

Is Win11 Completely Broken!? End of Life for WINS! Patch to Fix Issue Caused by November Update! Nov 27, 2025 00:17:56 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/

Microsoft Ignite Announcements! Patch Tuesday News! Win10 ESU Issues! Nov 20, 2025 00:33:19 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/

Tech Debt Questions for Louvre! Config Man Update Cadence to Change! Win11 Market Share on the Rise! Nov 10, 2025 00:17:07 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! Nov 4, 2025 00:17:14 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! Oct 29, 2025 00:33:05 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! Oct 21, 2025 00:19:46 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! Oct 15, 2025 00:23:11 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! Oct 8, 2025 00:20:46 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! Oct 1, 2025 00:18:13 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! Sep 25, 2025 00:18:41 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! Sep 17, 2025 00:23:27 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! Sep 11, 2025 00:28:31 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! Sep 1, 2025 00:18:55 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?! Aug 26, 2025 00:25:49 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! Aug 18, 2025 00:17:09 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! Aug 12, 2025 00:21:46 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! Aug 7, 2025 00:26:58 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! Jul 30, 2025 00:22:36 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! Jul 24, 2025 00:25:18 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! Jul 17, 2025 00:21:33 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! Jul 9, 2025 00:19:15 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! Jul 2, 2025 00:23:46 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! Jun 26, 2025 00:21:59 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! Jun 16, 2025 00:12:28 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! Jun 12, 2025 00:23:19 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! Jun 4, 2025 00:23:44 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! May 29, 2025 00:38:55 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! May 20, 2025 00:32:29 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! May 14, 2025 00:23:29 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! May 5, 2025 00:18:51 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! Apr 30, 2025 00:16:13 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! Apr 23, 2025 00:18:50 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! Apr 16, 2025 00:18:04 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/

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