I get 3-5 email requests a day for meetings. Those meetings are at various locations (so options like Calendly which are more focused on people doing meetings from a single location don’t work). I need to reply with times that I am available. Often they get back to me and say they aren’t available at those times so how about these times. We iterate until we find a time that works.

All of this is manual right now. I’ve spoken to a lot of colleagues in my industry who have the same pain points. A lot of time is wasted on this.

Something intelligent could take into account where I am going to be right before the time I offer and make sure there is enough time for transit in between. It could warn me if I have a few meetings back to back and might need a break.

I love Fastmail and don’t regret ditching the Gmail backend at all, but I do wish I could have something intelligent like this integrated.

Maybe I'm not understanding what you mean but isn't this just... a shared calendar? You have a work calendar which is public and other people can open to view your availability, and propose meeting times. And vice-versa you can see their calendar.

Modulo your problem with travel times (but calendars have location info, so hacking something where the travel time between two consecutive locations is accounted for should not be too difficult). So I don't quite understand where "AI" fits into this.