Love me some T-Birds Looks like a Cataract is tagging along for the ride with a Continental. 8/61 ATI Ford C by PAcarhauler, on Flickr
My boys love cab over semi trucks and CW McCall's song "Convoy" I'm going to have to show them this one. Convoy #944 Vegas by PAcarhauler, on Flickr
Back that load of hogs off Pigpen. 10-4? Her comes the Illinois National Guard. We've got ourselves a convoy.
"Was the dark o' the Moon on the Sixth of June/with a Kenworth, haulin' logs/cabover Pete with a reefer on/and a Jimmy, haulin' hogs
Those fins on the car in question are much bigger than on the Merc you posted. Unless it's something like a canvas cover, it certainly looks like a Caddy. It's not uncommon for a dealership to ship both new and used stock to another dealer, even back then.