around here a 3 axle (tandem drive) truck requires a class 3 license and air endorsement. If the trailer had air brakes you'd need a class1. now, if the truck was a single axle, all youd need is a regular class5 license and air endorsement and you'd be good to go.
I was keeping my eyes open at the auctions for a cheap single axle truck to pull the 395, but they seem to be pretty rare around here and anything that was going cheap was typically a very light spec truck and tiny engine with a billion miles. ended up trading off my 2 single wheel 1ton dodges for the new dually, cant complain, gets better mileage than a big ol 3406 or n14 would pulling the trailer and i can use it for a daily driver still :P
'14 XLR 395AMP
'16 Ram 3500 DRW, 6.7 cummins w/aisin trans and 4.10 gears