MapSource is City Navigator North America 2009 and BaseCamp is City Navigator North America NT 2017.2 The City Navigator North America 2009 is also available in BaseCamp, although the default is the 2017.2 one.
My understanding is the most recent update for MapSource is from about 2010 or some such. Garmin stopped issuing updates to their no-longer-supported MapSource.
I picked a starting point and an end point about 170 miles away. No other waypoints or viapoints. Just start here and end there. It seems to have been sent - just like before, I got a brief flash of a green bar seeming to indicate loading progress. When I go to the nuvi, however, it says there's nothing there, and in Apps and Trip Planner, where I used to be able to find what I'd sent, it says there's nothing. And I have the endlessly circling "loading" icon. That icon will eventually stop when the software 'times out.' I've waited, with the GPS plugged in to the computer for far longer than any of my other GPSs take to load, and when I unplugged the GPS, the circle icon had stopped. Of course, there's no way to know whether it timed out or something else happened when the GPS is connected to the computer. And even after waiting with the GPS connected, it still says there's nothing in there.