Here's an odd one that just started recently. I'm running 18.104.22.1684 on Win 10. I've checked for an update but MM hasn't found one. It seems to be hitting 24-bit, 44.1kHz FLAC files the hardest. I can't replicate the behavior at other bit rates or depths, although I haven't tried all (24 bit, 192kHz tracks seem fine, though).
When I start MediaMonkey from a fresh reboot it behaves normally, but after an hour or so whenever it moves from one track to the next it plays a brief snippet of the prior track at the start of the next track. It's not even playing a snippet from the end of the prior track - it seems to be taking it from somewhere else in the prior track.
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I might have "fixed" this. I had MM re-compress the FLAC tracks at the highest compression setting, and so far the stuttering behavior has stopped. Not sure though why it was happening in the first place...