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Are you using the Lahman DB to import the players and do you have the beta patch build 12260 installed?
I just tried to import two players into a 1951 league (Roger Bresnahan from 1902 and Miguel Cabrera from 2005) and both entered my 1951 league at the proper ages for the season I imported..ie early 20's.
I also just imported 1927 Babe Ruth into a 2006 league and he was 31 years old so for me at least this aspect seems to work fine.
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