Theres some good points here.
First let me reply to the point above about content. I would only be interested in making maps or at most some short descriptions but not so much in the style of a full module and I think most of us are leaning that way in this guild. But I thought be we co-joined at the hips with a group who has more interest in the writing and back story so thats where I thought the module aspect would come from.
In terms of site design w.r.t selling modules I would not think that we need worry about that as RPGNow et al handle all of that. You are right about the money tho in that it would have to be accounted maybe even taxed. Personally I don't give a hoot about the money as I know its going to be very little. Maybe Arcana is right in that if we were shifting many hundreds+ of free modules then there would be more temptation to charge. The difference in take up between stuff thats free and very cheap but not free is drastic tho believe me.
To have a physical product has its downsides too. Unless we have somebody who can print on demand or run small quantity then you end up with stock which has to be stored, posted and accounted for. The digital route is much easier and you can update or make changes to it.
The licensing issues is a little more tricky too. Some applications restrict some content based on it so you would have to be sure that you were able to use the art correctly. Most shared art has a requirement for non-commercial use. I have stated that anyone can use icons from my set as they wish as part of a map but the downloads from the site are creative commons with non-commercial attribution & share-alike. So fine for the CC content but not if you charge for it. I don't know if Kepli is listening to add whether DJ & CC2/3 art is likewise but I see a lot of that on these maps too.
and I am in full agreement with keeping it small to start. When your faced with a large amount of work it can seem very daunting. The skill most required more than any artistic type is just sheer tenacity. Its just so easy to give up on it.