Hey Bud!! Your wagon is looking great!!
The Gallery section still has restrictions due to folks bringing the site down posting pictures of 10Meg pixel shots uploading 10gig files as one picture where they can be resized to under 500kb and still look high quality. I bumped the size restriction up a bit so pleaser retry. You can resize your pictures- remember the site is looking for 'file size' not 'picture size' Picture size is height and width- a good rule of thumb is 500 pixels x 500 pixels with a files size of under 800kb. That will give you fantastic quality that will not be rejected on any site.
Auto picture resize only works on posting pictures in the forum- the classified and gallery have their own rules and this feature is not available, from the developer, yet.
Glad to help,
Scott