bassJAM

If you've never backed up a trailer and don't have time to practice doing so in an empty parking lot, I highly recommend carefully planning each and every stop you make to ensure you can pull straight through so you never have to put the truck in reverse. The last thing you want is to be in a tight McDonald's lot with cars waiting on you and people watching your every move when you're learning to back up with large trailer. There's a high likelihood you'll end up having to hand your keys over to a stranger to get you out of a bind.

I can't count the number of boat trailers I've backed up for complete strangers at the ramp, almost always after the guy's been trying for like 15 minutes and eventually his wife makes him ask someone for help.

Spiky

LOL, that's about my worst fear for driving. Someone just gave me a little cargo trailer and so far I've made sure backing up wasn't on the list of tasks.

RLXXI

Longer trailers are a LOT easier to back up than short ones, that's a fact! I can back my boat which sits on a 25' trailer with ease, now my little 12' utility trailer? That thing is a nightmare backing up, so much so I usually just get out and un hitch it and walk it back by hand.
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kbrock

Sure can. Kid I know has hauled a f450 dually on a twin axle trailer, and regularly (almost daily) tows pickups and SUVs with it. Does pretty well from what I heard. 5.0 3.55 gears

Ricktwuhk

Can, safely, and legally is not the same as can. Check payload, trailer and tongue weight, and trailer brakes (you may need a brake controller).

Use U-Haul's configurator to see what it says as a guide.

SoonerLS

This is the best advice of all; the best way to get out of a bad situation is to avoid getting into it in the first place. You can't get away with everything (some jackwagon pulling out in front of you is always a possibility), but if you don't get in a hurry and if make sure you're thinking several moves ahead, you'll probably be OK. Also, keep your head on a swivel--pulling a trailer is like riding a motorcycle; you need better than average situational awareness to keep other drivers from getting you in trouble.

Also, make sure you double-check everything; don't assume that your helper has done anything. As my dad says, it's the driver's responsibility to make sure the load is secure, and that includes making sure the hitch is securely latched, the safety chains are hooked to the truck, the trailer's plug is plugged into the truck's connector, and the lights all work.