I think the first thing I would do would be to start messing with the treasure. Anything that seemed to be earmarked for his character would be replaced with a cursed item, while the original item was changed to be ideal for another character. I would re-read through the module to find hidden things that the party was unlikely to locate, and prepare very nasty traps to spring if his character was the one to open the door.
Each time he had a trap blow up in his face, or had a cursed item put the whammy on him, I would calmly say "I knew that you had read the adventure, so I changed that part to keep it interesting for you." Like I was putting effort into doing him a favor.
He probably thinks of D&D as a sort of retro MMORPG. I've actually seen people get cranky in WoW when someone in a raid group was going into a dungeon for the first time and hadn't read up on the strategy for all the boss fights ahead of time. Someone should have a little talk with him and explain that real RPGs don't work like that, and that he is screwing up the game for everyone, himself included.