Hitchcock's first year of service with the NYPD is unspecified, but by the time of the how he is an aging, lazy detective who by his own admission does "nothing all day." He is best friends with Det. Scully, with whom he has worked for almost thirty years. At Captain Holt's party, they were confused for being romantic partners who work together.
The degree of Scully and Hitchcock's laziness is indicated in The Apartment, where it's revealed that in a year, they had made fourteen arrests between them. Captain Holt wasn't happy with that number, but Terry points out that it's 'six more than last year'. In comparison, Jake alone made seventy-eight arrests in the same 12-month period.
Hitchcock is implied to have once been a much better, harder-working detective than he is in the present day. For one thing, he survived service with the NYPD in the 1980s, a time when "New York City was basically The Purge," according to Terry. Consequently, Hitchcock has more arrests on record than anyone else in the 99th Precinct, even though he has made virtually no arrests for years. Hitchcock didn't even know of his arrest record until Terry told him, upon which Hitchcock got a tattoo of himself with a pistol in his mouth.
In Hitchcock & Scully, it was revealed that Hitchcock and Scully had worked Organized Crime back in 1986. They took down a mafia boss, Gio Costa, for running cocaine. With the help of their CI, they took down Costa and recovered a ton of coke along with duffel bags of cash. Captain Holt assigned Jake and Charles to look into the facts about what actually happened back them, since it was believed that Internal Affairs (IA) might be investigating the case. Due to some new findings were discovered about the bust of this case, both Hitchcock and Scully were given a year of desk duty.
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Hitchcock's initial reaction to any situation seems to be to take off his shirt. It has become a recurring situation on the show. Hitchcock is repeatedly shown to be somewhat perverted.
Hitchcock: Get woke, Scully!
Terry: What are you *doin* all day?
Hitchcock: Nothin'. Why, do you wanna hang out?
Hitchcock: You wanna go, you gotta go.
Hitchcock: It don't have any retirement. I don't have any security or a car. I rent most of my clothes.
Jake: We get it, you're poor.
Hitchcock: I'm not just poor, son. I'm destitute. *wink*
Jake: Definitely not a wink-able line. 
Hitchcock: There's nothing sketchy about the "Beaver Trap". 
Hitchcock: Scully, it's time to 'sauce' up!
Behind the Scenes
- Hitchcock has a tattoo of himself with a gun in his mouth, on his right bicep.
- Hitchcock is lactose intolerant.
- Hitchcock likes to eat at Wing Slutz, especially the Marin Park location where he can get an extra drumstick in his Slutz bucket.
- Hitchcock pays for a monthly parking spot for his van, the "Beaver Trap". He says he sleeps in it during his divorces.
- Alongside with Scully,Hitchcock have an impressive tracking skill that involves everything about food