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Technology News for Busy People
We Debated Letting AI Answer Our Support Line.
A few weeks ago, my team spent a meeting arguing about whether AI should ever be the first voice a client hears when something breaks. We didn’t fully agree, and I think that disagreement is worth more to you than a tidy answer would have been. Where AI Helps Voice AI has gotten good enough
- Published in Woo on Tech
The Complete Guide to Network Security for Professional Services Firms
Every law firm I walk into for the first time has the same blind spot. They know exactly how their document management software works, right down to which folder holds which matter, and they have never once asked what happens to that traffic once it leaves the building. Small business network security is not about
- Published in Woo on Tech
AI-Powered Phishing Attacks: What Professional Services Firms Need to Know in 2026
The phishing email that gave itself away with a typo and a logo in the wrong shade of blue does not exist anymore, at least not the ones causing real damage. AI writes cleaner English than most of the people it is trying to fool, and that single fact has changed what phishing prevention for
- Published in data privacy, Woo on Tech
Why Small Businesses Get Targeted by Ransomware (And How to Fight Back)
Small businesses don’t get targeted by ransomware because they’re interesting. They get targeted because they’re profitable and poorly defended, and attackers do the math the same way any business does. I’ve said this to clients for years, and I still watch the same disbelief cross their faces. Nobody wants to think a fifty-person accounting firm
- Published in Woo on Tech
Why Things Break More Than They Used To (It’s Not Just You)
I walk into a room, and things start working. It happens often enough that my clients have started joking about it, like I’m carrying some kind of charm. I don’t think that’s what’s actually going on. More likely, the equipment was already failing quietly, and I’m just the one who finally noticed. This came up
- Published in Woo on Tech
The Jack Fairy: What Happens Before Your Internet Just Works
A few years ago, one of my technicians got cornered by a client asking why their internet always seemed to just work. My colleague told her it was the jack fairy. She meant me. I think about that a lot, because it gets at something people almost never notice about good IT support. When everything
- Published in Woo on Tech