One of the hardest parts of running AI agents has turned out to be deciding when
By Allie K. Miller · October 18, 2026 · Curated by George's Blog
One of the hardest parts of running AI agents has turned out to be deciding when they should interrupt you.
If they check in too often, you've built a very expensive notification system.
If they check in too rarely, you find out Thursday about something that went out Tuesday.
So start by sorting the work by one question: how bad is it if the agent gets it wrong?
If its…
1️⃣ Easy to undo, nobody notices: let it handle it (archiving newsletters, declining cold pitches)
2️⃣ Easy to undo, but it goes out in your name: have it draft and wait for your yes (client replies, anything that books your time)
3️⃣ Hard to undo: have it bring it straight to you (money, legal, anyone you know personally)
As the drafts keep coming back good, things move up a bucket.
Thanks again to Brian Sozzi and the Yahoo Finance team for having me. Watch the full clip here: https://lnkd.in/emEXN7nY