The Small
Business
Cyber Security Guy
⭐100K+ Monthly Downloads | ⭐Top 20 Apple Management | 🎧>2.5K per episode
Welcome to the blog and podcast, where we share brutally honest views, sharp opinions, and lived experience from four decades in the technology trenches. Whether you're here to read or tune in, expect no corporate fluff and no pulled punches.
Everything here is personal. These are my and the team’s thoughts, not those of our employers, clients, or any poor soul professionally tied to me. If you’re offended, take it up with me, not them.
What you’ll get here (and on the podcast):
Straight-talking advice for small businesses that want to stay secure
Honest takes on cybersecurity trends, IT malpractice, and vendor nonsense
The occasional rant — and yes, the occasional expletive
War stories from the frontlines (names changed to protect the spectacularly guilty)
I've been doing this for over 40 years. I’ve seen genius, idiocy, and everything in between. Some of it makes headlines, and most of it should.
This blog and the podcast is where we unpack it all. Pull up a chair.
Three Zero Days And A Christmas Timebomb: December Patch Tuesday Will Hurt If You Ignore It
December 2025 Patch Tuesday is supposed to be the quiet cruise into Christmas, right? Instead we got fifty seven vulnerabilities, three zero days and one actively exploited Windows privilege escalation that hits almost every supported build.
Add in one hundred and thirty nine Adobe fixes and an awkward five week gap until the next Patch Tuesday in January and you have a perfect festive storm.
Are you really happy to leave servers and laptops unpatched while everyone is on holiday, or do you want to start 2026 without starring in a breach headline? What does your patch plan look like this week?
November 2025 Patch Tuesday: A Perfect Storm of Critical Vulnerabilities Demands Immediate Action
Four zero-days. One perfect 10.0 severity score. Hundreds of thousands of sites already compromised.
Criminals are exploiting Exchange Servers, Magento shops, and Oracle ERP systems right now - whilst you're reading this. SAP's vulnerability was so bad they deleted the entire component rather than fix it. WordPress sites are falling to a plugin bug that shouldn't exist. And that's just November.
Your patching strategy just became a lot more urgent.
Graham Falkner breaks down what to patch first:
September 2025 Patch Tuesday: Business Risk Assessment and Compliance Timeline
September’s Microsoft Patch Tuesday isn't just another routine update cycle. With 81 vulnerabilities patched including 9 critical flaws, and active exploitation campaigns already targeting SharePoint servers, this represents significant business risk. Cyber Essentials certified organisations have until September 23rd to deploy updates, but waiting 14 days significantly increases risk exposure. The psychological tendency to defer technical updates creates dangerous security gaps. From authentication bypass vulnerabilities to network storage compromise, these aren't theoretical risks: they're operational realities affecting business continuity, regulatory compliance, and cyber insurance validity. Strategic deployment planning starts now.
Windows 11’s April Update Quietly Installs Web Server Folder – Because Why the F*** Not?
Microsoft’s April 2025 Windows 11 update (KB5036893) has pulled a fast one, quietly creating a C:\inetpub folder on machines that have never had IIS installed. No changelog entry.
No heads-up. Just a mysterious web server directory suddenly appearing across the fleet. Whether you’re managing personal laptops or enterprise desktops, this isn’t just clutter—it’s a potential security red flag.
IT pros are furious, forums are lighting up, and Microsoft? Silent. Again. If you thought updates couldn’t get worse, think again.
Here’s why this bizarre move should have every sysadmin on high alert and reaching for the patch rollback button.
Microsoft Accidentally Nukes Copilot – Because Of Course They Did
Just when you thought Microsoft couldn't top their Exchange meltdown, they go full send and accidentally delete their own AI assistant from Windows 11. No warning, no prompt—just poof. Gone. It's as if someone at Redmond duct-taped down the ‘F**k Around and Find Out’ button and walked away.
What’s next? Windows Update deciding Task Manager is ‘problematic’? Edge forcibly replacing all your passwords with ‘BingLovesYou123’? Buckle up—because this one’s a mess. Read on and prepare to rage.
⚠️ Full Disclaimer
This is my personal blog. The views, opinions, and content shared here are mine and mine alone. They do not reflect or represent the views, beliefs, or policies of:
My employer
Any current or past clients, suppliers, or partners
Any other organisation I’m affiliated with in any capacity
Nothing here should be taken as formal advice — legal, technical, financial, or otherwise. If you’re making decisions for your business, always seek professional advice tailored to your situation.
Where I mention products, services, or companies, that’s based purely on my own experience and opinions — I’m not being paid to promote anything. If that ever changes, I’ll make it clear.
In short: This is my personal space to share my personal views. No one else is responsible for what’s written here — so if you have a problem with something, take it up with me, not my employer.