I second Howie's comments on having a 5th- soooooo much better towing, and you don't need all the gadgetry to improve the tow like a TT....
Now that said, I do also have to add that I've run into issues offroad with the clearance between the trailer and the bed of the truck- you have to learn hw to hit off-camber ruts and multi-angle roads. I learned this the hard way with my first TH- a 37' SLC3705 that I was using to haul my DJ equipment to a wedding site- I didn't pay any attention to the road I was backing up into and it was WAY OFF camber between the truck and the trailer, and I put a 6" dent in the bed of my new truck (at the time- a F250). Fortunately, insurance paid for it- I even saved them some money and found a new bed for $700 (with tailgate).
Anyway, if you're careful, you'll be fine- it's just one of those things you learn to deal with- just like how to turn around and so forth. If you've got a friend who has a 5vr setup, see if they'll let you "try it out" one day- nuttin' like some 'sperience'!