Dang. Sounds to me like you're seriously unlucky.
I honestly don't know how the CPU chooses how a team will do, but it can vary to both extremes. For instance: I've got two players who got drafted by the Cubs. The first player is stuck on a Cubs team that is dead last in the NL Central every year. The second finished their rookie season by helping the Cubs win the Pennant. (The Cubs would go on to win the Worlds Series, but my player was optioned back to Triple-A before the series began.) So...yeah. Total luck of the draw. Hope yours improves.
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