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Running a 2010 MBP from headphone out comparing it with my USB MODI/Magni powering AD 900s, Sennheiser 580s and DT880s.  Apart from the volume difference (Dt880s being the obvious one needing amping, the other two were actually reasonable volumes) it sounds damn good.  Not a huge difference if at all, and I'd probably say I might even struggle if given a blind test.  I'm amazed!  Maybe I'm not as much as an audio phile as others though..!