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Personally, I think the most fun comes in the game when you have the most adversity.
I created a game called Futility Infielder (after the Blog) where I created a guy who looked weak compared to Rey Ordonez. I just wanted to see what kind of career I could scratch out.
Also, trying to hang on at the end of your career is fun. In my current game, I am 43 years old, and still pitching in the bigs. I'm not that great, but I just looked and it turns out that I'm the #1 starter for the Dodgers, who are in 1st place by 9 games.
This is where the game is fun!
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