I like the idea of doing it quarterly or even maybe bi-monthly. I think possibly the reason not many people entered is because honestly it can be time consuming. Maybe people didn't have enough time to sit down and write up all the info about their car and find some good pictures. Also, by not doing it as often the winner gets bragging rights for a longer period of time
If I'm not mistaken, we did at some point have a featured member of the month or something along those lines. That was a pretty cool thing we had also.
I know I may not be super active on here, most of the time if it is car related I have no idea what you guys are talking about. So when it is something I know about I'll chime in