I'm the GC building an AI-powered legal function at Worksome and I’m documenting everything.
I grew up watching Silicon Valley build things because they could, then figure out the consequences later, or not at all. That's the lens I bring to AI now. Not fear, a method. Here's how I actually stress-test what AI tells me, including the skill I built to do it automatically.
Some afternoons my brain is done with substantive work, but I still want the satisfaction of fixing something. So I stopped fighting it and started pointing that energy at operational friction instead. This time it turned a six-month vendor agreement I couldn't stand to redline into an actual skill I'll use for the rest of my career. Skill file download included.
I asked an AI tool for the top five risks in a contract and got a clean, correct, completely "legal" answer. But the clauses that mattered from an operational perspective were not flagged. Learn more about the categories of risk that most AI contract review skips, and the skill I built to fix it.