A few weeks ago, I was following the same process and it was working fine. However, for the last couple of weeks, when I try to upload a .gpx file of my track, I get the following message:
An error occurred with your upload. Please try again.
I've exported this from BaseCamp where I copied it from my Oregon 450. I'm running 3.0.2 of Basecamp.
Thanks! I'll give that a try too. I was also able to open my .gpx file in a text editor and remove all the line feeds and replace the header with the Current.gpx on my unit and it uploaded fine. I suspect the output from the latest version(s) of Basecamp because it worked fine before without me having to edit the files manually.