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Thanks for the responses guys. I have already enabled "USB Debugging" on the Gear 2, already have Android File Transfer (AFT), installed the latest Kies for Mac (which hopefully updated my Samsung drivers if necessary) and still...every time I plug the Gear 2 into my MacBook Pro, AFT starts to run but then gives me the error "Could Not Connect To Device".
I'd like to be able to transfer files back and forth whenever I want. Right now I'm trying to copy over files for Multi-Watch into my Gear 2 "download" folder, but can't since the Mac won't show the Gear 2. I'd also like to drag and drop mp3 files, maybe even play with small video files if possible.
P.S. - Thanks JacksonEdwardHarris for your help in my other post as well.