Is your team learning about AI from the right people? In This Issue Welcome to the October 2026 edition of our Technology Insider newsletter! AI is becoming part of everyday business life. The challenge is making sure your people use it in ways that benefit the business. This month, we explore why practical AI training
TL;DR: AI phishing emails no longer carry the spelling and grammar mistakes businesses were trained to spot. The FBI added AI as a crime category for the first time in 2025, tied to nearly $893 million in losses. The warning signs that still work are in what a message asks you to do. Build one
How to Spot AI Phishing Emails That Read Perfectly Read More »
TL;DR: Microsoft is using AI agents to find vulnerabilities in Windows before attackers do, and it’s working. The catch is that more flaws found means more patches shipped, while attackers get the same tooling and close the gap between disclosure and exploitation. Vulnerability exploitation is now the top way businesses get breached. Your patch window
AI Is Finding Security Flaws Faster. Can You Patch Faster? Read More »
TL;DR: Cloud outages are no longer rare events, and you can’t fix one from your end. A one-page continuity plan keeps your team working and your customers informed while you wait. Cover five things: which tools are critical, a backup way to communicate, what you need available offline, who’s in charge, and where to check
Cloud Outage Plan: The Five Questions to Answer Now Read More »
TL;DR: Scammers buy search ads on trusted brand names so their fake site appears above the real one. Click it and you can hand over a password or install info-stealing malware that captures saved logins and session cookies, which can get an attacker into accounts even with MFA turned on. The fix is a habit,
The Top Google Result Might Be a Trap. Here’s Why Read More »
TL;DR: Small business website security usually fails for one reason: nobody is responsible for it. Most sites run WordPress, and almost every WordPress vulnerability lives in a plugin or theme rather than in WordPress itself. Attackers scan automatically and use hacked sites for spam, malware, and stolen form data. Keep everything updated, remove plugins you
Your Website Hasn’t Been Updated in Years. Now What? Read More »
TL;DR: A monthly IT check takes about 30 minutes and catches problems while they’re still cheap to fix. Work through six things: updates, backups, who has access, multi-factor authentication, devices, and subscriptions. Write down what you find instead of stopping to fix it. Handle the small items yourself and send the rest to your IT
The 30-Minute Monthly IT Check Every Small Business Should Run Read More »
TL;DR: Presenting cybersecurity risk to executives fails when the update answers a question nobody asked. Leadership wants to know whether the business keeps running, what a bad day costs, and what they’re being asked to decide. Skip the borrowed breach statistics, build the report around two or three business scenarios, and give every risk an
How to Present Cybersecurity Risk to Non-Technical Executives Read More »
Why isn’t AI delivering the results you expected? In This Issue Welcome to the September 2026 edition of our Technology Insider newsletter! Many businesses have experimented with AI over the last year. Some people use it every day, while others have quietly gone back to the way they’ve always worked. This month, we explore why
TL;DR: Disconnect affected devices from the network instead of powering them off. Call your IT provider and your insurer by phone, not email. Leave the ransom note and suspicious messages exactly where they are. If money was wired, call the bank immediately and report it to IC3 the same day. Then reset passwords from a
