If you had imported complete history when creating the league you can just search the player and if they are already retired right click and "turn into coach".
Retrosheet has a list of historic coaches.
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Give me league evolution with historical imports!!!
OOTP MODS:
Historical Face Gen Project, Spritze/Gambo Database, OOTP Stadium Chart and Ballpark Images, MLB Compiled Uniform & Logo Pack
available at...
http://www.ootpmods.com
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