Well I'd honestly suggest having your friend try going on the Atkins diet for a few months to drop some pounds fast. However, judging on the information you have given, it doesn't sound like that would be the answer (He wouldn't be able to eat any of the Italian food, and you mention he doesn't have any eating discipline.)
I guess you can start having him ease into a diet. Have him write down how much he eats for a couple days just to get an idea of his calorie intakes. Have him slowly ease off soda and sweet - tell him if he insists on soda switch to diet. Have him replace sweets with fruit. I'm sure as he starts making the transitions, he'll realize they aren't so bad and when he sees himself starting to lose a little weight he will be more motivated.
How does he eat? Does he eat to clear the plate? Until he's about to pop? Certainly it sounds like he should cut down his portions. As a starter, tell him to stop at one plate. That's it. If it's a big plate - fine, it's a start. And have him slowly ease off it. You just have to convince him it's for the best, and we all know how hard that can be sometimes - speaking from personal experience.
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