A user spent weeks planning a trip with an AI assistant: choosing dates, ruling out a rental car, finding accommodation near the station, and explaining preferences such as no long sightseeing lists and travel times for each suggestion. After switching to another service and opening a new chat, the assistant again proposed a route with a car and twenty museums. The piece contrasts how easy it is to buy a new subscription with how hard it is to explain your whole life to a neural network again.