I believe this can be done with InDesign script (.jsx file) For example, this GREP will search for Roman digits: (\\<(M{0,3}(D?C{0,3}|C[DM])(L?X{0,3}|X[LC])(V?I{0,3}))\\>) and the script should check Roman and Arab digit sequences and remove the second and following Roman digits in the row... this GREP will find entire sequence - "I:23, I: 34, I: 245, I:450, II: 345, II: 451, III: 24, III: 45" (((\\<(M{0,3}(D?C{0,3}|C[DM])(L?X{0,3}|X[LC])(V?I{0,3}))\\>):\\s?\\d+(,\\s)?))+ from what was found - search (((\\<(M{0,3}(D?C{0,3}|C[DM])(L?X{0,3}|X[LC])(V?I{0,3}))\\>):\\s? and remove 2nd and following occurrences
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