Austin is my boy. He orders a small amount, and he’s always on time if scheduled ahead of time. He also doesn’t get upset when I tell him to bugger off if I get busy with other things during the 4am time stoppage.
I think he gets soft locked in his truck when he arrives for work by Taco Ticklers. Because at 6pm he’ll drive to Bud’s Bar or the Pizzeria. I’ve found an easier work around you can do too. Just schedule a deal for him in the morning. After the deal? He’ll walk straight to the Pawn Shop and you can then pawn your stuff off to him. Less annoying than restarting your save. Just have to make sure you have product to sell him everyday if you want to use the Pawn Shop.