Mmk, so the singing event is a tough one, it has and will continue to be stored away until possible execution.
How about a Writing Event? Oblivion members only, write a susepense/horror short story of someone who ended up in Oblivion, possibly with an interesting randy clan waiting for them, and what happens next... Because I know you all love gore so much. Try to give the clan a sort of attitude, role play, the imagination behind the name. Send your short stories to one of the clan leaders or posted on a thread and it will be voted on or something, best, most emotional, interesting, humorous and/or intriguing wins. I'd think 5k is a good price for the best story. It would be honored in a special Elite Story thread.
All of this has to first be approved by a leader, this is merely an idea.
If this one works well, then I'd be happy to be in charge of further ones, voting and organizing and topic wise. It's easy to think of interesting topics and being the amazing writers you are, if you are willing to step up to this to make some dough, I'd love to see it become a usual Oblv thing.
*Raises activity on the forums woo~*