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just a basic list would be great, but these would be icing on the cake:
with ability to assign a task to a group member
group leader notified when completed
I'm thinking of care groups (private) where a specific visit could be assigned
or planning/organizing groups that could prepare for events, etc
I imagine you mean when uploading a profile picture (either person or family pic). There are a few open source libraries for doing that I believe -- I will have to look into it.
Emails can have attachments, and attachments are accessible in the group web interface, but I wouldn't think that ideal for what you're wanting. Definitely a good idea, and not particularly difficult to implement.
Though, I would be concerned about possible misuse. File size limits would have to be taken into account, as well as dangerous file types (exe, scr), viruses, etc.