Find an Ag company in your state and don't cross state lines; simple as that. Well yes and a valid CDL. Good work and learning in hauling grain.
Insurance is the kicker at your age no matter if it’s your wagon or theirs! Hopefully you have a very clean driving record !
Good luck with that insurance. Maybe you can find a little help from one of those ag outfits. Look as good as you can with what you have to work with. You do not have to spend a lot of money to look decent. Hire a truck mechanic to look her over and get a DOT inspection.
An old truck does not help. It can look decent even if it is older, a binder or even a cab over. That goes a long way. Needs to be mechanically sound.