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Technology News for Busy People
The Most Common Password in the World Just Exposed 8.8 Million People
I have a standing rant about password security for small businesses. If you have sat in a meeting with me for more than twenty minutes, you have probably heard some version of it. Denmark just gave me the best opening line I’ve had in years. Earlier this month, the Danish government confirmed that someone got
- Published in Woo on Tech
Your 2027 Technology Budget: A Planning Guide for Professional Services Firms
Most professional services firms build their 2027 technology budget in one hurried December meeting, right when everyone is trying to close the year. That timing is the first mistake, and it quietly costs them for the next twelve months. Good technology planning for business growth starts in November, not December. It starts with a question
- Published in Woo on Tech
Researchers Hacked OpenAI With Claude in Under 72 Hours. That’s Not the Part That Should Worry You.
A three person research team broke into OpenAI last month. They used Anthropic’s Claude to do it, and the entire operation took less than 72 hours. (TechCrunch, The Register) It was a legitimate bug bounty exercise, fully authorized, and OpenAI paid the team $6,500 for finding the holes. Nobody stole anything. That part of the
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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
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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
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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