The Garmin 620 has wireless sync capabilities.
maybe try deleting the history from your garmin in case it is corrupted
then try again with a new activity.
i have a pair and think they are awesome, they stay in place, are very comfy and have great sound quality. Best sports headphones yet for me.
i wear a merino thermal top such as helly hansen and then if it's really cold a tracksuit top or if it's wet a waterproof jacket. i like the brooks nightlife 2.
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