|First Appearance||Fable III - The Man Who Knew Just Enough|
|Last Appearance||Fable III|
Bob is a major player in the criminal underworld of Bowerstone, and he and his associates operate out of Bowerstone Market. The local sheriff has been pursuing their group, which has resulted in the arrest of Leonard, Bob's associate and fellow criminal. Bob is afraid that the sheriff will convince Leonard to snitch, and since he doesn't want to face the fallout from killing an officer of the law, he tasks the Hero with the only other viable option: kill Leonard, instead.
- In the Hideout, there is a letter to Gangster Bob from Arthur, which reads: "My dear Bob, you're a ruthless crook, and a big booby as well! And since you ARE a ruthless crook, I'm not signing this letter, so that I can remain anonymous. Yours, Arthur."