Congratulations rackfenix.
On the note to make it so only people with more than 1 entry can win, there are always two side of the coin.
Keeping it to one entry make it more interesting and more equal chance to lesser mortals like me
On other side making it post more than one entry will make it more competitive so people who are working more will get better returns of their efforts.
Why not make two categories - one for lesser mortals and other for hard working. Off course once we have appetite for more spending.