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Favorites:
Matilde di Canossa, Niccolò Machiavelli, Guido da Landriano, Ettore Tolomei, Pope Innocent III, Dante Alighieri, Gabriele D'Annunzio, Giuseppe Verdi, Parmigianino, Ludovico Ariosto plus other condottieri...
I skipped the Romans born in Italy. Otherwise they are too many...
Least:
None in particular that is in my mind now. Probably foreigner rulers born in Italy.
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