|“||Bobby has a deathwish and you know it!||”|
After the Winchesters get turned into vampires, Bobby joins Jody and two other hunters in going after their former friends on December 9, 2022 though Bobby shows some hesitation given who they are going after. As the Winchesters killed the other two hunters, Jody races into the room and shoots Sam in the chest with a dead man's blood bullet, taking him down. Enraged, Dean quickly attacks Jody, flips her onto the bed and drains Jody's blood, killing her. Entering the room, Bobby decapitates Sam as he collapses from the dead man's blood and Dean turns on him.
It is unknown if Dean and Bobby survived their fight with each other, but this timeline and version of Bobby was erased from existence after Sam chose not to trap God based on what he saw.