Strange problem sharing with friend

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I am a new Plex user but highly technical (I have worked in IT for 20 years now for a living and work with support). I am having no local or personal device issues with Plex whatsoever with my Netgear Readynas 102 and iOS device, TiVo, or web based desktop “app”.

Problem is that every time I share folder to a registered PLEX friend, it shows as shared in the portal, but once he goes in, it seems to immediately disconnect the share.

I am currently accessing this same friend’s content with no issues on any my devices - no issues whatsoever. It’s only when I share to him. I think this has been attempted 8 times where my friend “sees” me for a moment, then cannot access my share, and then my admin screen no longer shows the folder as shared. This has nothing to do with the 1 minute limit - I am enrolled in the 30 day trial and should not have any restrictions.

Looking for some assistance if anyone here happens to have any suggestions.

PM me the username or email of the person you are trying to share with.