Josuke: /gets promoted eventually up to Japan's Supernatural Advisory Unit due to experiences in the supernatural world, stand powers, and ties to the Speedwagon Foundation
UN: "Okay we're sending a bunch of people from various national governments to Daybreak to study there so that next time we ignore our experts we'll at least be ignoring experts who have some proper supernatural education"
I'm not sure exactly what Jail's done in Japan, because I try to leave these things vague. But I'm going to say he might have heard of, among other things:
-breaking into the headquarters of a major corporation that had been bragging publicly about their new security system a lot, apparently just to see if it was actually that good. Stole several million dollars and a swivel chair.
What? Like you've never run into a pretty girl at an underground robot fight and then fucked up your seduction attempt real bad because you don't actually speak Japanese, jeez. It happens to the best of us.