Yup I am using window 10. I have to constantly monitor my watch. Till now I still can't transfer all my Playlist in.
Ok, I think your transfer is bluetooth, not Wi-Fi, hence you have problems. I had 5 songs in my playlist. Just added another 34 songs, about 150 MB, so now have 39 songs. It took 20 minutes to transfer 34 songs. This is what I do to transfer music. You have to use Phone, Watch and Computer.
---------- Steps to Transfer Music ----------
Watch - Check Wifi status from Settings->About. IP Address says Wi-Fi off.
Phone - Fitbit Versa -> Media -> Manage Wi-Fi Networks. Go through everything to trigger Wifi connection on your watch. When it is connected, leave screen alone. Don't quit.
Watch - Big green tick should show moment Wifi connection is successful. If you are still at your Settings->About screen, you can see there is IP Address now. Once you have Wifi, go to Settings -> Music and tap on Transfer Music.
Computer - launch Fitbit Connect, logon, then click on Manage My Music. Your previous playlist will be automatically selected and transfer for remaining songs will start. If you have never selected a playlist, just select your desired playlist and transfer should start.
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