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Rating
5from
This podcast has
461 episodes
Language
EnglishPublisher
Rory MonaghanExplicit
No
Date created
2018/01/09
Latest episode
2026/10/19
Average duration
30 min.
Release period
7 days
Description
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!
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Microsoft Patches 1,411 Flaws, OpenAI Agents Attach Wikipedia & Cyberattacks Hit Supermarkets
2026/10/19
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
2026/10/12
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 Links: https://www.rorymon.com/blog/azure-prices-soar-windows-11-bugs-major-data-breaches/
AI Agents Go Rogue, Firefox Gets a Makeover & WSL Containers Arrive
2026/10/05
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-arrive/
Windows 11 26H2 Arrives & AI Agents Run Wild
2026/09/30
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 more.
Reference Links: https://www.rorymon.com/blog/windows-11-26h2-arrives-ai-agents-run-wild/
Microsoft Breaks Domain Trust, AWS Loses Data & AI Scraping Revelations
2026/09/23
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 AI scraping, publishers and the future of the web.
Reference Links:
https://www.rorymon.com/blog/microsoft-breaks-domain-trust-aws-loses-data-ai-scraping-revelations/
Windows 11 Update Chaos & Revolut Exposes Some Passport Data
2026/09/15
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 AI code.
Reference Links:
https://www.rorymon.com/blog/windows-11-update-chaos-revolut-exposes-some-passport-data/
Microsoft Patches 960+ Flaws, Astra Finds Zero-Days & Apple Goes Foldable
2026/09/10
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
2026/09/02
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 Windows headaches, Tim Cook stepping down as Apple CEO, and much more.
Reference Links:
https://www.rorymon.com/blog/metas-ai-overhaul-stumbles-284-million-patient-records-allegedly-stolen/
AI Attacks on Critical Infrastructure, Grok Leaks Data & Critical Entra ID Flaw
2026/08/26
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 Mac mini and Mac Studio hardware, China’s accelerating move away from Windows, and much more.
Reference Links: https://www.rorymon.com/blog/ai-attacks-on-critical-infrastructure-grok-leaks-data-critical-entra-id-flaw/
Alleged Major Azure Data Theft, AI Buying Thousands of Books and RingCentral Breached
2026/08/18
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 blocker on iOS, the removal of WMIC from Windows 11, and much more.
Reference Links: https://www.rorymon.com/blog/alleged-major-azure-data-theft-ai-buying-thousands-of-books-and-ringcentral-breached/
400 Microsoft Flaws, Rogue Wi-Fi at 30,000 Feet & GPT-5.6 Cyber
2026/08/12
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 more on this week’s episode of the 5 Bytes Podcast.
Reference Links:
https://www.rorymon.com/blog/400-microsoft-flaws-rogue-wi-fi-at-30000-feet-gpt-5-6-cyber/
AI Gets Smarter, Cheaper... and Harder to Contain
2026/08/06
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, and Nutanix announcing layoffs. Plus, Coca-Cola confirms a data breach, Microsoft promises improvements to Windows 11 performance and quality, a new Print Management app is on the way, and we look at new data on ConfigMgr and Intune adoption.
Reference Links: https://www.rorymon.com/blog/ai-gets-smarter-cheaper-and-harder-to-contain/
Microsoft's AI Security Push, Hotel Wi-Fi Attacks & TPM Comes to KMS
2026/07/29
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
2026/07/22
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.rorymon.com/blog/servicenow-exploited-windows-privilege-escalation-microsofts-ai-u-turn/
A Record Breaking 570 Flaws and Microsoft Wants You to Patch Faster
2026/07/15
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 users, another major third-party breach, more fallout from Broadcom's VMware strategy, some interesting AI news from OpenAI and Anthropic, and much more.
Reference Links:
https://www.rorymon.com/blog/a-record-breaking-570-flaws-and-microsoft-wants-you-to-patch-faster/
Podcast reviews
Read 5bytespodcast podcast reviews
ozzy_1 2020/06/24
Love Rorys podcast
He condenses the format to make it perfect length for those of us with 1000 other things going on. It’s really the only one I listen to
jeremym302 2019/10/06
Rory ALWAYS brings the best news.
If you’re in IT and desktop management you owe it to yourself to listen and stay up to date !! Goooo Rory!
Asa Akita 2019/10/02
Informative
A quick and great way to gain insight and information on changes in technology. Insightful!
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