Billy Fleeter had a college football career until his addiction to drugs was discovered and he was kicked out. He later turned from one addiction (drugs) to another (gambling). Afterwards he got into two separate fights, one at the Oceanfront Casino and the other in his house. The first fight resulted in him being charged with assault and battery which was later dropped because the victim refused to testify. The other fight resulted in him being charged with aggravated assault but he was let go due to procedural error. Afterwards he continued hanging around the Oceanfront Casino placing bets, often losing and eventually he got busted for possession in 2008 where he pleaded guilty and was sentenced to two years probation. Running up serious debts, he pays them off by helping his bookie kill others who cannot pay their debts. His first victim was a seventy-year-old school teacher named Bryan Thayer. Assistant District Attorney Miguel Prado went after him for this murder but could not get enough evidence for a conviction. Billy then went on to kill an unnamed mother of two after losing more money.
Miguel brings in his friend Dexter to Billy and suggests take that he be the one to kill him. As a result Dexter Morgan uses Fleeter to help train Miguel Prado in his trade. He shows Miguel how to research his victims to be sure they deserve to be killed (or meet the "Code of Harry" in Dexter's case). They find out Billy killed a man named Dillard Nessman after losing over thirty grand. Dexter then reveals to Miguel how to stalk and subdue his victims, as well as how to kill them and not leave any traces behind. Fleeter is killed by Miguel Prado in an old casino storage room.