Gotchas, Limits & Anti-Patterns

Gotchas, Limits & Anti-Patterns

Don't Let Cowork Decide What's Important

Ranking and prioritization need your fingerprints. AI ranking feels objective and isn't.

You're behind, so you ask for help. "Here are my twelve open tasks: rank them by priority." Cowork returns a clean numbered list. Number one looks right. So does number two. You start at the top and work down, grateful to finally have a plan.

Three days later you notice the thing that actually mattered (the quiet renewal note from your biggest client) sat at number nine. It had no deadline in the text. It didn't read as urgent. Cowork had no way to know it was the difference between a good quarter and a bad one.

The ranking wasn't wrong because Cowork was careless. It was wrong because the list looked objective and wasn't. Priority isn't a fact about your tasks. It's a fact about you, and that part only you can supply.

#A ranked list feels like a measurement

It isn't one. When Cowork hands you "1, 2, 3," the format borrows the authority of arithmetic, as if each item were weighed on a scale. Numbers, order, confidence. Your brain treats that as a finding rather than a guess.