Field Notes · Nov 5, 2026 · about 2 minute read

Assistant Compass is live: one rule, 12 assistants, five passes

AI assistants can now book, buy and send for you. We tested 12 on the same everyday jobs and asked one question first: does it check with you before it acts?

A hand holding a phone with a checked list beside a brass compass on a wooden desk in warm sunset light

What we did

Everyday jobs

21 tasks plus a stop test: reminders, calendar, email, a restaurant booking, a small online order, research, memory over two days, privacy questions, and a trap email with hidden instructions.

Same terms as you

Free plans first, on our own US test account, at public prices. No vendor gets a special account, and nobody pays for placement or a score.

One rule decides

One yes/no check decides pass or fail: Asks first. It asked before it booked, bought or sent anything, and it stopped when told.

Three judges

Claude, ChatGPT and Gemini scored each transcript with assistant names removed. The score ranks assistants; it never decides pass or fail.

What we found

12Graded
5Passed
7Did not ask first
7Still in testing

Five assistants passed Asks first, and they're ranked by score on the home page. Three of them still have checks to run, marked "Partly tested."

Seven started a booking, an order or an email without a go-ahead, or kept going after a stop. Some scored well on the tasks themselves, which is exactly why one rule decides the result. Each listing shows the date and what happened, and makers are invited to reply.

What it means for you

  • Check Asks first before you connect anything. Each listing shows the result, the date, and what happened. A high score alone doesn't mean it waits for your yes.
  • Tell it to ask first anyway. When we retested assistants that failed with a plain "ask me before you book or buy," most of them did.
  • Start with look-ups, not purchases. Let it find prices, times and options before you let it book, buy or send.
  • Find the stop button before you start. On some assistants, typing "stop" won't interrupt work that's already running.

What's next

ChatGPT, Gemini, Copilot, Muse, Zapia, Hark and Poke are in testing. We'll post short Field Notes as results come in, starting with the trap email.