Going by the stats at the bottom of the page, it doesn't look like the contest had the desired effect of increasing traffic to this site. I would assume the lack of traffic really doesn't warrant the expense of the prize money every month.
And as you pointed out, the JOTM area needs to be cleaned up a little. It's hard to tell what's where. The June winner still hasn't been put on the forum home page or in the "Past Winners" thread.