The Pit Boss supervises and oversees operations in the casino part of The Grand Korrigan riverboat.
Events of Red Dead Redemption 2
After Arthur Morgan defeats Desmond Blythe in Poker, the Pit Boss congratulates him and leads him upstairs to the safe where the Reutlinger watch and money are located, taking Javier Escuella (who is disguised as a security guard) on the way. After opening the safe, Javier holds him at gunpoint, allowing Arthur to disarm him. With the Pit Boss supposedly unarmed, Arthur begins looting the safe. However, the Pit Boss secretly has a second gun and attempts to kill Arthur; Javier quickly alerts Arthur, who quickly manages to kill the Pit Boss.
Unfortunately for the gang members involved in the robbery, the gunshot which killed the Pit Boss alerted the guards and ended any chance of completing the robbery peacefully.
The Pit Boss appears to be racist. He laments how the Reutlinger pocket watch is "foreign made" and makes several negative comments on blacks and Javier being Mexican, including referring to him as a "greaser".