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If it's a fictional league then open documents-ootp baseball 23-saved games-the name of your league-news-html-images-person pictures.
The pictures should be there. copy and paste to the same place in ootp 24.
You should be able to overwrite what is already there.
There is also a folder "profile_pictures" that you may also want to copy over because I'm not sure if the game will automatically repopulate that folder
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