Jebbia won the Miss Massachusetts USA title in 1997 , in her first attempt at a pageant title . She went on to represent Massachusetts in the Miss USA 1998 pageant , becoming that state 's first Miss USA winner . Whilst Jebbia had little prior experience , her first runner-up Shauna Gambill had previously held the Miss Teen USA 1994 title . Jebbia 's " sister " titleholder , Miss Massachusetts Teen USA 1998 Susie Castillo , went on to hold the Miss Massachusetts USA title and became Massachusetts ' second Miss USA titleholder in 2003
Miss USA 1998
Miss USA 1998
Shawnae Jebbia