Thanks as this is driving me madder than I need to be
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I've had issues before when an initial sync hasn't worked, but from that point onwards I've had trouble persuading old activities to upload. What actually happens is that the activities are synced to you computer, then to garmin connect. It can get 'stuck' if the activities have been uploaded to your computer, but not to connect.
In the past I fixed this by setting my device to upload all activities. This takes ages, but the garmin connect website seems to cope OK with duplicate activites, and automatically delete them.
The quick way out is probably to delete all activities from your device, then start afresh.
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CBA = Chronic Bike Addiction
OCD = Obsessive Cycling Disorder
Having said all that and rereading the OP's post, I think in your case the best and most expedient way to do what you want to do is what @mpulsiv says... just copy and paste the fit files from your garmin to where you want them on your computer.
2. Install Garmin Connect (Create Account as well)
3. Install Strava (or what u are using)
4. Plug in ur EDGE 500 and wait until is detected by the Garmin Express
5. When is detected sync would start and thats it.
another option is to manually add the activites (but if u are using more apps, if they can not sync between u'll have to upload manually everywhere).
Anyway, the sync process on EDGE 500 was really sometimes very slow and problematic. Now im using EDGE 520 and evetything i do, im doing using my phone and blue tooth.
if u need help with ur EDGE 500, if u like i can help u trough TeamViewer (Remote Access software)
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