Jim O'Heir (Sheriff Reynolds) was a regular on Parks and Recreation (2009), another show by Michael Schur. Dan Goor and Chelsea Peretti have writing credits.
Florida does not require background checks for private firearm sales, so instead of trying to bribe a gun dealer, they could just have bought some guns from Craigslist.
At one point, Jake refers to Ice-T playing them on TV. In the famous series, Law & Order: Special Victims Unit (1999) he plays the detective, Sergeant Odafin Tutuola.
When Jake and Holt are being interrogated by the Sheriff, Jake writes in chicken scratch the thing that they needed to get. The writing looks a lot like Jeremy Bearimy a concept of time from another Michael Schur created show The Good Place.