It depends on what kind of guy your roommate is. You can try the "discussion tactic" as long as the attempt isn't ham handed and obvious. It might work. And you can drag things out and make the outcome closer than what it could have been, but never throw a game. He'll either be so obnoxious you'll want to bean him with something, or he'll be so offended he'll never play. Either way you lose.
My ex-brother-in-law and I used to play NFL Fever a lot when it first came out. He was a pretty competitive guy. I beat him consistently; I felt sorry for him, so, I threw one game. The guy talked trash for a week. Even after I beat him by 70+ points he still talked about it. "You may have one that one, but I got you good.....remember???" Yeah, stupid. One win out of 52 does not a game guru make. Sorry, got a little off track there....
You know your roommate better than us, so feel him out. Just remember to use some tact and try not to be condescending.
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