In the episode " In Camelot " , Bobby Baccalieri Jr. attends Livia Soprano 's funeral and says that he was " very distraught " over hearing of Livia Soprano 's passing . In " Soprano Home Movies , " when discussing Bobby Baccalieri after the fight , Tony thought he was 42 or 43 making him born in 1964 or 1965 . Bobby Sr. fathered Bobby Jr. at 31 or 32 years old . In the episode " Soprano Home Movies " , Bobby states his grandfather had emigrated from Italy to the United States through Montreal . In " For All Debts Public and Private " , Bobby mentions that in 2002 his mother is 69 and that following the September 11 attacks her mental health has gone downhill . Bobby , unlike many of his fellow wiseguys , was big-hearted and quite shy . He ran Junior Soprano 's old loan shark business . Although not officially a captain until much later , Bobby was a high-ranking soldier who ran Junior Soprano 's old crew and reported directly to Junior , and later to Tony . Before his death , he was thought to be being groomed for the job of boss , if Tony were to be killed or arrested . Bobby was the son of Bobby Baccalieri , Sr. , a highly respected mobster ( whom Tony referred to as " a real terminator " ) , who fronted as a barber . Bobby 's father returned from retirement for one last job before his death from lung cancer ( he actually died in a car accident right after the successful hit , losing control of his vehicle during a cancer-induced coughing fit ) , which Bobby found very distressing . Before joining Junior Soprano 's crew Bobby was a head waiter until at least 1986 and was groomed by his father , Bobby Sr . At some point , Bobby became a made man , although without making his bones ( committing murder ) . Bobby was married to Karen Baccalieri and lived in Verona , New Jersey until her death in a car crash , and they had two children , Bobby III and Sophia
September 11 attacks
September 11 attacks
Bobby Baccalieri