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Course created in Garmin Connect not syncing to watch

I've got a Fenix 5+. For some reason, I can no longer sync a course I created in Garmin Connect to my watch. I create the course in Garmin Connect on my laptop, pull it up on Garmin Connect (iPhone), click on the "Send to Device" icon, select my watch, and it gives me the "Time to Get Running" message saying it will be on the watch when the sync completes. But it doesn't appear there. Any ideas?