Signals & Systems Weekly

Where technology decisions go wrong in a business, and how to fix them

Slide 1

A Thursday email from Will Deady, an independent technology advisor in Boston, on where technology decisions go wrong inside a business. It usually starts at the front door. That means your website, your email domain and what ChatGPT tells a buyer who asks about you, because that’s where the first leak tends to show up; when we checked 988 Greater Boston businesses, most had one. Then it follows the problem inward: VMware and Microsoft renewals, copper phone lines, building systems nobody treats as IT, AI nobody governed. One subject per issue. Each goes far enough that you can fix it yourself or hand your IT team a clear ask. It’s written for owners and the IT people they lean on, so you’re both reading the same thing.

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