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Don't think this is particularly useful in your context but I did implement a means of sync'ing Omnigraffle stencils folders using Dropbox and symbolic links but it was for a small team and it's not something you can just push out you need to do a setup on each machine. It has slight danger in that if one person deletes their sync'ed stencils folder it deletes from everyone's computers automatically. Sounds like Omni doing a bit of work on Dropbox style sync'ing this year so fingers crossed something like this will be included.