I just saw this interview with the actor who plays Bobby: http://www.YouTube.com/watch?v=6ZDOymLa0mg He looks sad so prepare yourself for the worst. :(
As of December 2013, American singer-songwriter Bobby Vee is still alive.
Yes, in season 7 Bobby does get shot in the head by the Leviathan, Richard Roman. (Aka Dick Roman) He dies in the hospital. In season 5 his neck is broken by Lucifer in Sam's body, but Cas healed him again.
The cast of Heino - Die Show - 2005 includes: Jay Alexander as Himself - Singer Heino as Himself - Singer Ralf Bendix as Himself - Singer Das Deutsche Fernsehballett as Themselves - Dancers The Golden Gate Quartette as Themselves - Singers Judith Jersey as Herself - Singer Mel Jersey as Himself - Singer Die Kastelruther Spatzen as Themselves - Singers Marc Marshall as Himself - Singer Deborah Sasson as Herself - Singer
Bobby Marshman died in 1964.
Bobby Capó died in 1989.
Bobby Enriquez died in 1996.
Bobby Clancy died in 2002.
Bobby Goldsmith died in 1984.
Bobby Buckle died in 1959.
Bobby Harper died in 1980.
Bobby Hewitson died in 1969.
Bobby McClure died in 1992.