I'm starting to realize TTRPG scheduling might be a visual problem, since it's really about finding the best overlap of each player's calendar.
Chat way:
Chat:
- DM - Throw out a date
- Player 1 -
- Player 2-
... etc....
- DM - Throw out another date!
- Player 1 -
- Player 2-
Doesn't work well since you're only looking at ONE date at a time.
But if you can see ALL the dates at once with some color coding then it's much easier (see picture)