Amonger, if Bolt paid the truck and the truck was owned by Big Al, then his son would be paid by Big Al not bolt. If their son leased the truck from Big Al then their son leased it on to Bolt then their son would be the contractor.
This is from Big Al's OP
History, we were leased to Bolt last year and my Son was driving for us and when he went for a pickup in N. Michigan,
It doesn't matter how many ways you slice it, their son was never a Bolt employee or contractor, because Big Al owned the truck that was leased onto Bolt.
Yes I know a lot of drivers that are being paid by a 1099, but just because their being paid that way doesn't mean it's legal. Check the IRS rules for independent contractors and you will find out that a person driving for a contractor is a employee not a contractor.