Juvenile court records are closed, but media accounts and a source close to the school confirmed that Masoli was one of several Serra football players arrested in June 2005, and subsequently expelled, for targeting individuals at San Mateo’s Hillsdale Mall and isolated bus stops in the area, muscling them for money.
A respected student and a team captain, Masoli pleaded guilty to robbery, according to the San Francisco Examiner.
Citing California student-privacy laws, Serra football coach Patrick Walsh wouldn’t discuss specifics about Masoli’s involvement with the crimes but did say it had a tremendous effect on the school and the football team.
“Very shocking,” said Walsh, now in his ninth season as the coach at the private, all-boys Catholic school. “It was very difficult on all of us. He was an all-league quarterback, and he just got caught up in something he shouldn’t have.”
http://www.dwightjaynes.com/some-news-about-jeremiah-masolis-background-and-its-not-pretty