My Garmin Connect has stopped uploading my routes from Outdoor Active and therefore to my Garmin Edge 1030. I get an oops error message. It was working well till a couple of days ago.

smartsmarties said:

uploading course

To make sure, you're trying to upload a course, not a route and not an activity. Are you using Garmin Connect Web to do the course import?

From https://connect.garmin.com/modern/courses

Then click on import 

If you're still getting the error, please zip then post the specific file here. We can see what the problem might be.

Got a GPSMAP 66S recently.   How do I get my routes, tracks and plans to transer from my Outdoor Active account to load onto the GPS unit?

And why are my routes, tracks and plans not showing up in Training, Courses, in my Garmin Connect account even though I have connected it with my OA account?