I'm thinking about switching to ChatGPT Pro also. Any idea what maxes it out before I need to pay via the API instead? For context I'm using about 1b tokens a month so likely similar to you by the sounds of things.
On pro tier have not been able to trigger the usage cap.
Pro
Local tasks: Average users can send 300-1,500 messages every 5 hours with a weekly limit. Cloud tasks: Generous limits for a limited time. Best for: Developers looking to power their full workday across multiple projects.
Feel like this is going to be thr $1000 plan soon