I think some non date-obligatory league with active players would be possible.
For example this is the list o players that i see online very often (sorry if i left out someone and to new players):
along with everybody who is interested, we could start a league that will only require players to post results of their matches on the forum (like in this thread: viewtopic.php?f=7&t=492
) and some guy (or few of them) to keep track on the results and league table updated.
As i said, non date-obligatory which means that if we have a league of 10 players, someone would finish all 9 matches (against every other player in league) in 5 or 50 days.
We can later agree on rules, like how many sets, what surface and player skills percent allowed...
If there is at least 10 people interested, i think we could make this possible. Problem is , not everybody follows the forum so we can spread the word in game announcements online.
This is just an idea so suggestions are welcome.