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Most companies will require it, yes.
General Knowledge, Combination Vehicles, Air Brakes (if applicable), plus a pretrip and road test
When you got your CDL did you take the road test in a air brake equipped vehicle? If you did not then you have to retest to add air brakes. Not the whole test just the air brake portion both written and pre-trip portion of road test.
All you have to do to get the endorsement is pass the written test and road test in a passenger vehicle. However, if you have a Class A CDL and road test in a vehicle requiring only a Class C CDL, you'll be restricted to operating passenger vehicles in that class and lower.
Yes. You'll need a vehicle to road test in for the upgrade.
If the vehicle requires a CDL in service, it'll require a CDL for the test drive.
No
Yes.
If it's just the power unit, with no trailer attached, they can do it with a Class B. But they must have a CDL to take that vehicle on a public roadway.
No. Tanker is just a written test.
Dedicated off-road worksite equipment, which is not intended to operate on public roadways, does not require a CDL.
Take the written air brakes test, and perform a road test in a combination requiring a Class A CDL which is equipped with air brakes.