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For whatever reason TV deals expire at the beginning of the year shown. If you had set the expiration dates at 2009 during the 2009 season, you had already missed the point where the contract would run out. So if you want a TV deal to finish at the end of 2009, you would set the expiration date as 2010. As soon as you rolled over to 2010 after hitting the "Proceed to next season" button at the end of 2009 the new contracts would be created by the game.
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