Just an option . . . . .
Full size pickup towed 4 down. Load the Ultra Glide in the pickup. Finding the right ramp and right loading location will be key.
I brought home a Pacific Coast (700 lbs) in a Toyota pickup (pre Tundra or Tacoma). Loaded it from the sellers sloped front yard and unloaded it by putting the back wheels in a small ditch, and unloaded it solo. Between the sketchy loading / unloading areas and stock tail gate I was pretty nervous.
With a load rated ATV type ramp and carefully selected loading areas it might be your best scenario (Don't try to load from flat ground!). *AND* you have a full size pickup.
Full size pickup + HD might be over 5,000 lbs. I don't know what a tow receiver might be rated at.
Or you could put the hitch hauler on the pickup . . . .
Or you could tow a low trailer behind the pickup behind the Class A.
Like I said . . . . just some options.
Best,
- bob