Generating the numbers now, it's going to work like this:
Each person/ticket will receive a number in order per ticket they purchased, based on the order of the list.
Since @nulledgh0st was the first to buy (5 tickets), he would receive ticket numbers 1 - 5. @dkid14 was next with another 5 tickets, so he would be 6-10, etc etc.
Updating the order on the post above, then doing the drawing and screenshotting - good luck everyone!