I spent the last night working on an automated raffle system, which you can find here: BitLuck
I'm currently only running it on my local server, so please don't kill it. If it goes down, let me know in IRC (lulzplzkthx) and I'll have it back up as soon as possible. It's beta, so there may still be some bugs to work out. Post here or let me know in IRC.
Basis: You pay 1 BTC for each ticket. Anything after the decimal place is rounded down, so make sure you send the amount you mean to. At 7:30pm EDT, the raffle is run, and the winner will receive 95% of the pot. 5% goes towards getting some actual hosting, etc.
If I could, I would kick-start the pot, but I am broke (0.03 BTC.)