I appreciate your detailed feedback and thoughts on how to improve the modal, though unless others raise similar concerns we are not likely to change it around too much at this time.
We do have “Later Today”, but I see what you are saying. This was also a deliberate choice to guide people down the road of doing things within “work hours”. Perhaps we come up with a user preference or site setting to allow for “This Evening” and “Tonight” presets or something if others have a similar need for it?