This has been and still an on going issue "Sorry, we're having a problem connecting to our servers". Please try again later. I think it may be time to start and consider other like or batter products from other leading manufacturers that meet or excides what garmin has to offer. Being down on communication to their servers 24/7 is not a good look for garmin.
The company looks to have lost the technical know how and the technical teams to correct such minner issues and make stable their network servers that hold and manages much needed customer user data statistics etc.