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After arriving in Heaven, Bobby enjoys his new life in his Heaven which is a replica of his old house until Sam and Castiel contact him for help with breaking [[Metatron]] out of prison in hopes of removing the [[Mark of Cain]] from Dean. Bobby, though he feels himself rusty, helps and is punished in an unknown manner for it, though he leaves Sam a note in which he states that it was worth it. He is subsequently locked up in Heaven's jail for his actions.
Five years later, after dying for the final time, Dean is reunited with Bobby in Heaven. Bobby reveals that [[Jack]] released him from prison and reshaped Heaven to be a much better place with Castiel's help. Bobby describes the new Heaven to Dean and tells him about Dean's parents and Rufus as the two men share a beer outside of [[Harvelle's Roadhouse]] before Dean goes on drive through Heaven in the Impala.
* For the [[Apocalypse World]] version of Bobby see [[Bobby (Apocalypse World)]].