Too many sponsors to juggle? I'll bet I'm not the only one who wishes they had that problem! With that in mind, recognize these suggestions don't come from experience with this exact problem.
As those who know me will attest, I can find anything to complain about.
2. Set a budget within your publication for ad vs editorial content. Then tie the size of the donation to a proportional size of advertising. Rather than trading this prize to a page count of ad, tie the $5000 prize to 25% of the space given for the event with $20,000 in prizes. This may result in your $100 gift cards getting one line of type listing "ABC 4x4" as a sponsor. That would also mean that Warn's $5000+ in product would result in them getting 1/8 of available ad space.
That's an interesting idea.
Let's hear it. How do you other orgs handle this?