WOO ON TECH
Technology News for Busy People
Your Employees Are Already Using AI Wrong (They’re Just Too Scared to Tell You)
Your staff is already using AI, whether you’ve approved it or not. Some of them are pasting client contracts into ChatGPT to draft a summary faster. Others haven’t touched it at all, because they’re afraid of looking replaceable or afraid of breaking something they don’t understand. I’ve sat across from both types of employees, often
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The Accidental IT Person: What Happens When Your Office Manager Becomes Tech Support
Nearly every professional services firm has one. Somewhere between hiring a new associate and reordering the printer toner, one person became the office’s unofficial help desk, and nobody remembers deciding that on purpose. An accidental IT person is a non-technical employee, usually an office manager or executive assistant, who ends up handling the firm’s technology
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Why Your Team Fights New Technology (Fun Fact: It Has Nothing to Do With the Software)
Employees resist new technology because it threatens the competence they worked years to build, not because the software is bad. Your team isn’t rejecting a tool. They’re protecting the version of themselves that already knows how to do the job. I’ve spent 35 years in technology consulting, and after a decade of handling technology change
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Why We Say Please and Thank You to AI
A client of mine was using a Claude agent to help manage some administrative work. Her sons are AI programmers in their late twenties, and they gave her a hard time about it. She was prompting the thing with “please” and “would you kindly” and “thank you so much,” and they told her she was
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Network Monitoring: Why Professional Services Firms Need 24/7 Oversight
Your network does not take nights off. Neither does the thing trying to get into it. This is the part of the IT infrastructure that most professional services firms do not consider until something stops working. The network is invisible when it runs well, which means it tends to get attention only during the wrong
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Software Updates: When to Install, When to Wait, When to Worry
On July 19, 2024, CrowdStrike pushed a routine security update to millions of Windows machines. By mid-morning, 8.5 million systems had crashed. Airlines grounded flights. Hospitals reverted to paper. Banks went offline. It was not a cyberattack. It was a software update. That story makes the rounds whenever I tell clients they need to stay
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