I think the key insight is that if you have some free time. Being able to schedule your prep is convenient. If your day is going to be packed full 110% of the t

I think the key insight is that if you have some free time. Being able to schedule your prep is convenient. If your day is going to be packed full 110% of the time anyways then you may as well let the scheduler of the meeting schedule your prep at the same time. But I have always thought it would be nice to be able to have calendar constraints. Some simple like "I need 1 contiguous hour for lunch between 11 and 15" to more complex "I need travel time between meetings" to automatically rescheduling meetings across people to avoid fragmentation issues. This could be a potential additional constraint. "This 30min meeting requires a preceding 30min of prep". This would be more flexible to schedule so could help busy schedules align. Then every day before I leave the tool can stabilize my schedule for the next day, any maybe I end up doing tomorrows prep today to allow things to bin-pack better.