How about this:

A match is set up like a ladder match, except with a super special stipulation. Instead of a single belt being hung above the centre of the ring: ALL the belts are hung from the ceiling around different parts of the ring (the corners, sides, centre etc.). As such, each champion will be competing in this match, alongside two contenders who had earned their place.

The object is to climb up a ladder and retrieve a championship. Once you have, then you are no longer in the match, so you leave with your title and do not compete any longer. The match goes on until two people are left, and they fight for a #1 contender's shot at the crown or the X-Treme title or something. Loser gets nothing.

When I mean every championship, I mean including the crown. From the match we could see the WTF Champion win the Crown, or even the person who walked in with the Crown leaving with nothing. The order the championships are removed depends on whoever reaches it first, which is more likely the crown, since it is the most prestigious one.

In terms of RPing, the participants can state their intentions of which belts they are personally aiming for, and who they will look out for. The belt's positions will vary each time the match takes place, adding to the mystery and the unpredictability (side note: the tag and trio tag titles would be hung separately, as the match is free-for-all).

Also I guess you can adjust the height of the belts, as in certain belts would need certain heights of ladders to reach, but that's just an added stipulation if you wanted to go there.

If we had this match, for example, with our current champions, it would be:
John Madison vs. Angelus vs. Eli James IV vs. Luca Arzegotti vs. Mr. Satellite vs. Sebastian Duke vs. Griffin McAlister vs. Peter Gilmour vs. Unknown Soldier vs. Poppa Feder vs. Mr. Radio vs. two additional competitors.

Just imagine the roleplays heading into the match with these giants!

It may get claustrophobic, however, so I guess just a night dedicated to it like War Games? It's pretty much just a ladder match with a shit-load of guys so it'd at the very least be easier to write than whatever Captain Extreme came up with xD