Ku dhameystir weedha soo socota: Rupp wuxuu ku ciyaaray hockey dugsiga sare ee St. Edward High School ee Lakewood, Ohio. Waxaa markii hore lagu soo qaatay wareegga koowaad, sagaalaad guud ahaan, New York Islanders ee 1998 NHL Entry Draft. Ka dib markii aan la saxiixin inta uu wali ka ciyaarayo Horyaalka Ontario Hockey League (OHL) ee Erie Otters, si kastaba ha noqotee, Rupp wuxuu doortay inuu ku laabto NHL Entry Draft waxaana markii dambe loo xushay 76-aad guud ahaan
waxaa laga badiyay New Jersey Devils 2000.