You need to make the first move. I know of plenty of drivers that got in trouble for thinking the good looking girl was actually interested in them. Leave no doubt in his mind that your interested, if he’s not, still be cool. It’s easy.
Being a route driver back when I was single I had a rule not to date anyone on my route, why you ask? Because if i break up with you and it's not on good terms I dont want to be seeing you while I'm at work. That said you should just ask him out, if he says no then you got your answer. If he says yes please refrain from bringing your Amazon returns on the date for him to bring back for you.