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I didn't see this answer anywhere so i created an account to post the solution.
For whatever reason, these particular videos were not even showing up in the file browser.
What ended up fixing it for me was removing all of the periods from the filename.
My file was titled something like..
.vid.se.on.etc.mp4
I originally just tried removing the first period but after it still not appearing i went ahead and removed all of the periods.
Now they show up!
Weird because i know it has seen files with periods in place of spaces and played them successfully.
At first i was just trying to stream them via smb share from my Linux desktop. Then I threw them on a flash drive and I thought it was extremely weird they didn't even show up in the file browser. Even .7z files were showing.
Anyway, if anyone runs in to this issue remove the periods in the filename and if that falls try renaming it. I'm thinking maybe it was using an unsupported character or something.
Hope this helps!