I know two 380 pilots ex 330 get jobs on 330. No problems. One guys last flight on the 330 was 8 years ago. You still have to pass the sim assessment.
I also know of a 380 pilot who failed the KAL 380 sim assessment as well as a 777 pilot at KAL and 2 at CSA all for sim assessment not medical. That's a whole other story.