5bytespodcast

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/

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/

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/

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/

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/

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/

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/

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 monopoly plus much more.

Reference Links: https://www.rorymon.com/blog/ai-just-killed-123000-tech-jobs-and-did-ai-play-a-role-in-junes-200-windows-vulnerabilities/

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/

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/