Don't mess around with a class B. Get an A right away. You can use a dump truck for the test for an A as long as you have a big enough trailer behind it. (That's how PA is anyway). Also, if you can't access an air brake truck, I think the air brake is just an endorsement, so you can get your actual license, then go back later take the written test for air brakes and be good. Forget UPS,they're a union outfit and to be a driver, you gotta put in your time. The best UPS jobs are nightly runs pulling doubles or pups. There's a long list of current UPS guys wanting those gigs. You'd be better off with a different company or a local owner operator. When I took my Class A test in PA, the DMV's guy was real picky on the pre-flight checklist. Had to know that inside and out. They also pulled me over halfway through to simulate a breakdown and had me walk them through the steps of chocking the wheels, putting the triangles out at the correct places, etc. They also had you parallel park on the passenger side, back up through some cones and stop with the trailer bumper in a little box. Nothing overly complicated but it'll take practice. Don't show up and grind gears during the entire test and expect to pass. I went through a local school cause I didn't have access to a truck. I saved myself some $ by taking the permit test on my own, that saved me "class time" at the driving school. For a few thousand bucks, I'd say it's worth going through a school. Check out your local Career & Tech schools. Most of them offer CDL & heavy equipment programs.