Our skill levels aside, if we're honest, I'd bet for most of us the first thing we think of when considering taking a BIG trailee off road, is dropping it and the damage caused. Understandable, given that the bike is likely also to be our tourer, commuter, local bike meet vehicle too. ie when I take my DR250 off road, I NEVER even think about dropping it. It's difficult to measure, but I think the thought of dropping my V Strom thou definately inhibits my choices and riding when I consider off-roading.
In context of my comments on the video, I think it likely that the same rider could do pretty-much the same things on my V Strom. I was talking more about the bike and the terrain, regarding the comparison of the S10 with the XT660Z.