I experienced the same issue with my Beats Fit Pro as many others (see examples below) - the “wingtip” eventually tears way from the rest of the earbud through normal use.
https://www.reddit.com/r/beatsbydre/comments/t7iegl
https://discussions.apple.com/thread/253903643
https://discussions.apple.com/thread/253851782
https://discussions.apple.com/thread/253920807
This is apparently a design and/or manufacturing defect. Of course Apple still charged their $29 AppleCare+ “service fee” for replacement earbuds I guess I’m wearing them wrong (TM).
v.1 of Apple hardware, even earbuds, are “beta” - just like APP1 early adopters discovered.
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