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5bytespodcast

5bytespodcast

Hosted by Rory Monaghan

TechnologyInterviews guests
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Episodes

451

Latest episode

Aug 2026

Language

EN

About the show

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!

Listen to episodes

60 recent
August 18, 202619 min

Alleged Major Azure Data Theft, AI Buying Thousands of Books and RingCentral Breached

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/

August 12, 202621 min

400 Microsoft Flaws, Rogue Wi-Fi at 30,000 Feet & GPT-5.6 Cyber

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/

August 6, 202629 min

AI Gets Smarter, Cheaper... and Harder to Contain

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/

July 29, 202640 min

Microsoft's AI Security Push, Hotel Wi-Fi Attacks & TPM Comes to KMS

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/

July 22, 202639 min

ServiceNow Exploited, Windows Privilege Escalation & Microsoft's AI U-Turn

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/

July 15, 202638 min

A Record Breaking 570 Flaws and Microsoft Wants You to Patch Faster

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/

July 8, 202632 min

Microsoft Cuts 4,800 Jobs, Claude AI Backlash & T-Mobile's Great Escape from VMware

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 have made it almost unusable for some coding tasks. And T-Mobile is trying to move tens of thousands of virtual machines away from VMware while fighting Broadcom in court over support. Plus, 81 million login attempts hit Microsoft 365 accounts, critical UniFi vulnerabilities need patching, and Microsoft is preparing to enable Windows backup by default for some enterprise devices. All that and much more, coming up on this week’s 5Bytes Podcast. Reference Links: https://www.rorymon.com/blog/microsoft-cuts-4800-jobs-claude-ai-backlash-t-mobiles-great-escape-from-vmware/

July 1, 202622 min

Ford Rehires Humans AI Couldn't Replace, Microsoft Extends Windows & Multiple Vendors Breached

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 scripts, tricks, and tips. Reference Links: https://www.rorymon.com/blog/ford-rehires-humans-ai-couldnt-replace-microsoft-extends-windows-multiple-vendors-breached/

June 24, 202622 min

Tesco's Risky VMware Exit & Ireland's €1 Billion Microsoft Bill

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 controversial Wi-Fi location tracking feature returning to Teams. If you want to stay ahead of the enterprise IT curve, make sure to hit subscribe! Reference Links: https://www.rorymon.com/blog/tescos-risky-vmware-exit-irelands-e1-billion-microsoft-bill/

June 17, 202626 min

AI Agents Leak Data, Fall For Phishing & More

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 creating entirely new security problems that we all have to come to terms with and I'll be talking about this and much more on this week's episode. Reference Links: https://www.rorymon.com/blog/ai-agents-leak-data-fall-for-phishing-more/

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