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Not directly, as part of a schedule. I believe it can be done through the use of exhibition games, but the results wouldn't appear in any team or player history or log. I seem to recall that a couple of posters worked out complicated schemes using exporting of teams/players and creating a new league just for the champions to play in, but I don't think they sounded happy with the results (or the convolutions they had to go through).
This is something you should suggest down in the OotPB 10 Suggestions Forum.
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2012 — The year for Inside The Park 2!
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