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You should be able to alter trade difficulty as well trade preferences (highly value prospects or vetetans, value prospects or veterans, and neutral) in the settings. Since you're trying to trade prospect for prospect I don't think changing preferences would help. So you'd probably have to try bumping down the trade difficulty, which would likely require some house rules if you don't want to make the game too easy as you'll be able to fleece the AI easier. If that doesn't help, you might be SOL.
If it's any consolation, I haven't been able to play OOTP in my preferred style since OOTP 17.
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Originally Posted by locuspc
They did much better at implementing pants than launch angles.
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