My preference would be indeed:
1. Board rack and stand (table) at the bottom of J4. Tools we could potentially bring ourselves( a few power tools, screw drivers, etc.). Little boom box to supply some tunes. I personally have no problem with manning the stand, we can come up with a little schedule spread sheet. As long as everybody is cool, we will all have our fair share of riding.
2. I have a few boards that I am willing to share, but I suggest to keep the driver's license as a security deposit for those who are not "members" of the group.
3. Food, I can totally understand that June wants us to spend money there. All the suggested options as a combo meal deal and a "private" seating area are my picks. To get some food at our stand we can send a few guys or girls down to the Lodge to get some drinks at least.
4. I got some random stickers too, we can also ask Fin for some stuff, maybe a banner for the stand from Bomberonline???