Using iMac running 10.9.2 - When I connect the Garmin, Garmin Express doesn't launch automatically (as the settings say it should). When I open Garmin Express, it just spins and spins (for hours). I can choose "Preferences" and I'm able to get to a screen where I can use "Updates | Device." I can backup the device here successfully. It is odd, but while it shows "Model: Edge 500" - the image next to it is not the Edge 500 image. And if I scroll down to help and menu section and click on Owner's Manual or FAQs - it opens information for the Nuvi 2360.
After reading other posts, I've tried to remove the device from Garmin Express. Then I deleted the GarminDevice.xml file and emptied my trash. I then restarted both device and computer. I plugged them back in together and tried again to add the device to Garmin Express... same outcome.
The good news for now is that I can still go to the old garmin connect website and "upload" without issue. I hope you keep the old site for a while. I am trying to get my Edge 500 to work with your garmin express and new website - but I have to say, it's been frustrating.
Looking forward to your help!
-Buck