After reading alot of the posts and the FAQs, I think this about sums it up:
If a group is going to get started the one of the easiest ways is basically, have one person act as an Agent/Host or Organizer to make the purchases. Correct me if I'm wrong, then the steps generally taken when starting a game sharing group with an organizer would be:
1. Find up to 5 people interested (1 member is designated - Agent/Host/Organizer)
2. Members: Develop the group's methodology:
A. How to decide what content to purchase
B. Amount to put into group to start with
C. When will additional funds be added, frequency, etc
3. Organizer: Makes 1 new account for group
4. Members send Organizer their contribution to the groups Funding (username/password provided upon receipt at this point usually)
5. Organizer: Purchases content for the group
6. Members: Each log on and download 1 copy of each content
7. Members: follow the agreement for future purchases
Of course this just an outline of steps, details to be fine tuned by group
I take it all content on PSN is shareable unless noted? (games, add-ons, Movies to?)