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 Ohh that's way too far up to the North :(

Blossom servers should probably support both ways - "upload anywhere" and "upload only here", otherwise I'm forced to assume the server and app might reupload my file anywhere. Maybe nip98 needs a list of servers instead of just one. 

People had to invent "-" tag for events to prevent this permissionless rebroadcasting with relays, I'm sure the same question will rise with files. 
 Sorry to hear that, although maybe we will meet at nostriga?

The permissionless rebroadcasting is the point, that's how we get censorship resistance.
Blossom and NIP-96 are designed for public media, neither have the expectation that the media will be kept private.

I wouldn't be opposed to making my blossom-server implementation support NIP-96, however I don't think it would make sense to add it as a requirement to the protocol since supporting two event kinds would double the complexity 
 http authed webdav already does that use case anyway 
 Anyone can rebroadcast file permissionlessly by authing with their own keys. But ok, maybe delegating this to a server to save bandwidth is an added benefit. Will see how it develops  
 Haven't decided about nostriga yet 
 @hzrd149 I will get back to you shortly, sorry for the delay. I began to understand your approach with blossom. And how the files move through servers