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Obviously sounds like a problem with that particular roster set, but one thing to check is to go to your team's Coaches/Scouts page and see (a) if there's anybody in there and (b) if they have ratings (e.g. Excellent, Fair, OK, etc.). If there are coaches/scouts listed, you can release them from that page and sign new ones.
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Jeremy from Tonawanda --- Go Cubbies! --- Unofficial Theta Tester(tm)
"Oh, we got both kinds. We got country and western!"
From OOTP 6: Designated for Assignment FAQ (Includes both problems and solutions! Ooooo!  )
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