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To be honeset, the older Apple iPod Classics had quite a powerful headphone amp and a good DAC. I've used one for years with Shure SE215 earphones and had no problems and it sounded great.
I sold it when I re-ripped my library to FLAC, replacing it with a FLAC player, and replaced the SE215 with SE315 when they broke after 5 years of use (3 hours a day in public transport).
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