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Official Site: CW TV

Robert "Bobby" Singer is a fictional character in The CW Television Network's drama/horror television series Supernatural portrayed by Jim Beaver. Chosen due to his working relationship with executive producer Robert Singer, Beaver made his initial appearance in the first season finale "Devil's Trap". The actor believed the role would merely be a "one-shot deal", but has since become a recurring guest on the series. Despite also starring in the series Harper's Island, Beaver was able to maintain his quota for Supernatural s fourth season, with the role expanding even further for the fifth season's apocalyptic storyline. The character, a "rough but warmhearted" working-class man who hunts supernatural creatures, has evolved over time into a father-figure for series protagonists Sam and Dean Winchester. Critics have met Bobby with universal praise.

Bobby makes his debut appearance in the first season finale "Devil's Trap", and is revealed to be a an old friend of the Winchester family. Sam and Dean Winchester seek his help when their father John is kidnapped by demons. From his extensive collection of supernatural-related literature and resources, Bobby shows the brothers how to create a devil's trap—mystical symbols capable of rendering a demon powerless—and later assists in the exorcism of the demonic Meg Masters. After John's death in the second-season premiere, Bobby allows the brothers to stay at his home to rest up and rebuild the recently-crippled Impala. He continues to assist them throughout the season, rescuing a demonically-possessed Sam and dealing with a Trickster. In the second-season finale, Bobby helps Dean to locate a missing Sam, but they both watch in horror as he is fatally stabbed in the back. Bobby begs Dean to bury Sam, and is distraught when he learns that Dean has sold his soul to a demon for Sam's resurrection. When the hunters learn of the demon Azazel's plan to open a Devil's Gate—a gateway to Hell—they rush to stop him. Although they manage to kill the demon, the gateway is temporarily opened, releasing hundreds of other demons into the world.

Bobby assists the Winchesters throughout the third season in their war against the recently-escaped demons, and helps them track down Lilith—a powerful demon who holds the contract to Dean's deal—the night before his contract runs out. However, they are unable to stop her, and Dean is sent to Hell. When Dean mysteriously returns to life four months later in the fourth season premiere "Lazarus Rising", Bobby at first believes him to be a demon or some other type of supernatural creature. After first attempting to kill Dean and then putting him through numerous tests, Bobby helps him to reunite with his brother. While Sam later sneaks away to secretly hone his newfound demonic abilities, Bobby and Dean perform a ritual to summon whatever creature resurrected him. The being, revealed to be the angel Castiel, incapacitates Bobby and informs Dean that he was saved from Hell because Heaven has work for him to do. The subsequent episode, "Are You There, God? It's Me, Dean Winchester", reveals that Dean must stop Lilith from breaking the 66 mystical seals keeping Lucifer imprisoned.

In "The Rapture", Dean discovers that Sam's abilities have been amplified due to a recent addiction to demon blood; he has Bobby lock Sam inside his ghost- and demon-proof panic room—located in Bobby's basement—to recover from his dependence on demon blood. Sam escapes in the subsequent episode, and, faced with the choice of either shooting him or letting him go, Bobby chooses the latter. In the fourth season finale, "Lucifer Rising", Dean is furious that Sam has chosen to side with the demon Ruby—she has been feeding Sam her blood to make him strong enough to kill Lilith—over him. Despite Dean's declaration that if Sam should leave, he should never come back, Sam chooses to go with Ruby. When Bobby learns of the ultimatum, he compares Dean's actions to those of John Winchester—years prior, John made a similar statement to Sam, which prompted him to abandon hunting and alienated him from his family. Although Dean then tries to reach out to Sam, he is prevented by the angels; they want to start the Apocalypse to bring paradise to the world once Lucifer is defeated, and the death of Lilith is the final seal holding the fallen angel in place. Castiel has a change of heart and sends Dean to stop Sam, but Ruby holds him off long enough for Sam to kill Lilith. As Lucifer's prison begins to open, Sam and Dean angrily kill Ruby, but they are powerless to stop the Devil from rising.

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Bobby Singer has not been a contender in any CBUB matches.