I've been waffling with the idea of holding weekly or monthly raffles. Depending on the item it may be around 10g to possibly 1000g to enter. You would send the gold via in game mail to Senkrii and you'd recieve a raffle number back. On the day of the raffle I would in guild /roll to however many people entered.
Prize ideas would be buying a 291 legendary piece, a pet, an accumulation of the gold minus 10% for the guild, a day of carries, a bundle of flasks, etc.
It's just an idea and I wanted to see how many may be interested.