Question: how many times does bobby die in supernatural

title: Bobby Singer
text: Though Bobby is `` fairly content , at least on the surface , to be alone in the world , '' he slowly comes to be a surrogate father for Sam and Dean . On this relationship , Beaver feels that `` Bobby 's concerned about them both , with Dean 's sense of self , but there 's a sort of undercurrent of worry about Sam . Sam seems to have more of the heart of darkness about him than Dean does ... I just sense that there 's this ongoing watchful eye that Bobby 's got on Sam . '' Although he loves each of them `` like a son , '' Bobby is willing to allow the brothers to put themselves in harm 's way if it is absolutely necessary . For example , when Dean wants to detoxify Sam from his addiction to demon blood in `` When the Levee Breaks , '' Bobby instead points out that Sam giving in to his demonic abilities could help him to prevent Lucifer 's return , even though the amount of blood required to kill Lilith would `` change ( him ) forever . '' Beaver noted , `` Bobby is old enough that he 's fairly clear - headed about what the priorities ought to be . Bobby 's position is , more or less , ' if you have a family member with a drinking problem and you want to stage an intervention , you might not want to do it in New Orleans during Hurricane Katrina . ' ''