Just got back from Colorado. I had just crested Cumberland pass and stopped to take a picture of the elevation sign when a guy approached me to ask about making a descent on the South side, that I had just climbed on my motorcycle. He was a bit white knuckled which surprised me because he was driving a nice Tacoma. However, he was pulling a utility trailer with std tiny wheels (no idea wheel size). The truck was doing just fine but the trailer was bouncing like crazy. Dang! It isn't a difficult road by any means but it was a bumpy ride.
Thinking back on Colorado roads and trails, its hard to imagine towing a trailer that hasn't been prepared for the rigors of overlanding. I rode some "roads" that were poor excuses for drainage ditches. I rode switchbacks that had an awfully tight radius and thought I wouldn't want to drive anything much longer than a Taco, much less a trailer behind it. Making some descents, I thought I'd loose some fillings, and I was standing and using my legs to absorb the shocks and bounces. Yet, there were plenty of nicely graded, scenic roads for exploration.
On the scenic and nicely surfaced roadways (e.g. 12 west out of Crested Butte, Ohio Pass) I saw: truck campers, popup campers, rPod trailers and even a bonifide overland trailer. Around the Gunnison area, I think truck campers and popup campers ruled. Lots and lots of them. Saw maybe a half dozen rPod trailers and even stopped to shoot the breeze with one couple. They loved it and had a canoe on roof racks. Saw maybe 3 overland campers: teardrop (1), manley explore style (1) and turtleback expedition (1).
So ... I am even more interested in somebody that actually tows a conventional rv trailer when overlanding. Please post your adventures!