The very fact your asking, given the sums involved, should be your answer imo.
Might be legit, but it doesn’t sound like it to me and yes I have no idea as to how your world / business works, I’m just reading this and giving you my gut reaction as a truck driver.
Now, if a truck driver of all people smells a rat, then you should think long & hard!
FWIW, I get contacted frequently via LinkedIn, usually completely random stuff that’s nothing to do with me nor my skill set, I see it as another scammers avenue tbh.....
My advice would be block any means he has of contacting you and look forward to the weekend.