I finally stopped trusting AI scheduling after it double booked me in Omaha
Last month I had two site visits set up, one in the morning and one after lunch, and my AI assistant quietly moved the second one to overlap with the first because it thought a 45 minute drive was only 15. I was already on the road when my client called asking where I was, so I pulled over and spent 20 minutes untangling the calendar mess. Turns out the AI was pulling traffic estimates from a different city entirely, Omaha traffic data for a job in Lincoln. I now double check every AI generated time block manually, which kind of defeats the purpose, but it beats showing up late. Has anyone else caught their scheduling tool doing something this dumb with location data?