Ok so seems so far the only similarities I found was the ones that work have a sample rate of 44100 HZ.
http://farm1.staticflickr.com/598/21170576170_aea7ef7dfe_b.jpgI'll post any other similarities I find.
This is on a Yosemite OSX 10.10.5
Tho so far it is isolated to just Media Center 20 and 21.
Every other app from browser, youtube, vlc, quicktime, games, itunes, ... etc.... sound works fine for bluetooth including the files that doesn't work in MC20 and 21 do work in every other app I have that runs videos.
That should at least isolate whats causing the problem.
Later i'll use my time capsule to go back to Snow Leopard to see if the problem disappears.
I haven't had this same issue with the same files same laptop and same bluetooth devices on the windows version.
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Odds are by the end of next week i'll be back to the windows side as soon as I get my replacement internal dvd drive. But i'll try to help you folks isolate the problem for other users.
Meanwhile without actually changing the files and converting is there a way to trick MC20 and MC21 to thinking all the files are 44100 HZ?