Hestler is a former sex offender and pedophile who had spent 8 years in prison for statutory rape. He is released on parole and joins the criminal organization of Bo Crowder. He becomes Bo's right-hand man alongside Johnny Crowder.
In "Veterans" Hestler forcefully manages to make a desperate Mickey and Puller pay $10,000 in protection money despite Mickey's assertion that Bo offered protection for $5,000. Hestler and Johnny murder Mickey and Puller while driving them out of town. Bo stops their car and Hestler and Johnny shoot them. Bo wants to take over the meth business himself.
Raylan Givens finds Hestler in a bar, shadowing Ava Crowder. Raylan slaps Hestler after he says he imagines "all sorts of things" about Ava, but Hestler laughs it off saying only "That hurt". Raylan disarms Hestler, and Hestler asks "Do you think that's the only gun I can get my hands on?" Raylan says "Probably not", and then slams a glass down on Hestler's right index finger.
In the next episode "Fathers and Sons" Hestler, Johnny, Bo, and a meth cooker named Ronson are shown a building by realtor Martha Simms. Hestler smarts off at Martha after she asks what business they are in. Ronson covers up, lying that they manufacture wooden furniture. Later, Hestler and 3 other henchman of Bo's are seen watching TV and drinking beer at Ava's place. Hestler attempts to flirt with Ava, but she runs out of the house in fear.
Hestler's final appearance is in the episode "Bulletville". Hestler is ordered by Bo to lock Ernesto and Pilar up in a storage room of the Crowders' bar. Bo wants to keep Ernesto and Pilar from contacting their uncle, Bo's drug supplier Gio Reyes. Bo is concealing the destruction of a shipment from Gio. Hestler helps Bo to kidnap Ava and watches over her as Bo goes to meet with Raylan. Boyd sneaks around to the back of the cabin where she is being held and whistles, causing Hestler to turn around and attempt to shoot at Boyd. Boyd shoots and kills Hestler, which creates a distraction for Bo and his henchman on the outside and helps Raylan retrieve the guns from both men.
- Bo Crowder: Boss, deceased
- Johnny Crowder: Partner-in-crime
- Ronson: Meth cook
- Boyd Crowder: Murderer
- Raylan Givens: Deputy U.S. Marshal
|Season one appearances|
|Fire in the Hole||Riverbrook||Fixer||Long in the Tooth||The Lord of War and Thunder|
|The Collection||Blind Spot||Blowback||Hatless||The Hammer|
|Veterans||Fathers and Sons||Bulletville|