First suggestion should be the first available time to meet, not necessarily tomorrow
First entry should always be the earliest everyone can meet without a conflict. It may be days out, but that's ok.
We just shipped a change that will always select the best day of the current week based on availability. Thanks for supporting this idea.
Great idea. What would be the maximum days out that you would like to see? For example, if you have many people on your invite and they are people who have very full calendars and the next free slot is two weeks away, is that too far out?
Andrew Comas commented
If I have conflicts for more than x days (should be a user setting), then check up to 1 hour after and 1 hour before everyone's work day for a common time to meet.