CTO Sidekick

05/31/2026

Automation is getting smarter by interpreting instructions rather than just following rigid rules. This means software can handle more complex tasks with less human oversight. What task in your workday are you most eager to automate?

The organizations that succeed in 2026 will be those that treat AI not as a separate capability but as something embedded within the fabric of legal work itself

05/29/2026

Don't fall for this clever trap! Hackers are using fake Google Security pages to trick users into installing malicious web apps that bypass multi-factor authentication and steal passwords. Make sure your team knows how to spot this scam!

A phishing campaign is using a fake Google Account security page to deliver a web-based app capable of stealing one-time passcodes, harvesting cryptocurrency wallet addresses, and proxying attacker traffic through victims' browsers.

05/28/2026

🚨 Thinkin’ IT Thursdays with Reboot Robin – Ep 8: The Cloud Chaos Catastrophe!

Your cloud files just went public because of one tiny setting… oops.

Reboot Robin to the rescue!
MFA everywhere
Least-privilege access
Encryption on
Regular audits

Comment IT HELP for your free 2026 IT Health Checklist!

Who’s checking their cloud settings today?

05/28/2026

Have you ever seen a smartphone that transforms into a robot, or a laptop screen that renders 3D models right before your eyes? MWC 2026 was packed with jaw-dropping concept gadgets that look like pure sci-fi.

From robots doing backflips to video game cars that can drive on real roads, this year's show has had a lot going on.

05/27/2026

Need maximum power for your creative business? The new 16-inch MacBook Pro hides a monster under the hood! With the blazing-fast M5 Max chip and 27 hours of battery life, it's a mobile workstation dream.

The 2026 MacBook Pro 16-inch with M5 Max is a professional-laptop powerhouse that pairs the groundbreaking efficiency of the new M5 "super core" architecture with jaw-dropping battery life and future-ready Thunderbolt 5 connectivity.

05/26/2026

Cybercriminals are getting creative! A new "Zombie ZIP" technique is sneaking malware past 50 different antivirus engines by tricking the software into misreading the archive files. Are your business's defense systems ready for this?

A new technique dubbed "Zombie ZIP" helps conceal payloads in compressed files specially created to avoid detection from security solutions such as antivirus and endpoint detection and response (EDR) products.

05/25/2026

Hackers just used Microsoft Intune to wipe 80,000 devices at a major medical tech firm. It's time to double-check those endpoint security settings! Is your company's network fully secured?

CISA warned U.S. organizations to follow Microsoft guidance to strengthen the Intune endpoint management tool after a cyberattack exploited it to wipe medical technology giant Stryker's systems.

05/25/2026

If you run a business, an employee can easily email your client list to their personal account, whether by accident or on purpose.

Most companies just trust their staff not to do this.

But you need a technical rule that stops sensitive data from leaving your network in the first place.

If you use Microsoft 365, you can use a tool called Microsoft Purview to set up Data Loss Prevention rules.

When you turn this on, the system scans every outgoing email, Teams messages, SharePoint/OneDrive files, endpoint devices, browser activity, and Microsoft 365 Copilot prompts before processing.

If it detects sensitive information like Social Security numbers, credit card details, or specific internal company tags, it physically blocks the email.

You do not have to monitor employees manually.