Olyphant later starred in Justified, based on the Elmore Leonard's books, as Deputy U.S. Marshal Raylan Givens. His roles in Deadwood and Justified have led to a reputation as the go-to guy for a rule-breaking gunslinger with a Death Glare ready, leading him to play an expy of Clint Eastwood in Rango. He's lately Playing Against Type in sitcoms such as The Grinder, where he performed As Himself and was last seen as Bumbling Dad Joel Hammond in the Netflix series Santa Clarita Diet along with Drew Barrymore.
- 1996: The First Wives Club as Brett Artounian
- 1997: A Life Less Ordinary as Hiker
- 1997: Scream 2 as Mickey Altieri
- 1998: When Trumpets Fade as Lt. Terrence Lukas
- 1999: Go as Todd Gaines
- 2000: The Broken Hearts Club as Dennis
- 2000: Gone In Sixty Seconds as Det. Drycoff
- 2001: Head Over Heels as Michael
- 2001: Rock Star as Rob Malcolm
- 2001: Doppelganger as Brian
- 2003: Dreamcatcher as Pete Moore
- 2004: The Girl Next Door as Kelly
- 2007: Catch And Release as Fritz
- 2007: Live Free or Die Hard as Thomas Gabriel
- 2007: Hitman as Agent 47
- 2008: Stop-Loss as LTC Boot
- 2009: A Perfect Getaway as Nick
- 2010: The Crazies as Pierce County Sheriff David Dutten
- 2011: I Am Number Four as Henri
- 2011: Rango as The Spirit of the West
- 2014: This Is Where I Leave You as Horry Callen
- 2016: Snowden as CIA Agent Geneva
- 2019: Once Upon a Time in Hollywood as James Stacy
- 2019: Missing Link as Willard Stenk
- 2004-2006 Deadwood as Sheriff Seth Bullock
- 2009-2010: Damages as Wes Krulik
- 2010-2015: Justified as Raylan Givens
- 2015-2016: The Grinder as Himself
- 2017-2019: Santa Clarita Diet as Joel Hammond
Tropes Associated with Timothy Olyphant
- Badass Baritone: He began to develop one during the late 2000's.
- Blue Blood: His great-grandfather was Cornelius Vanderbilt.
- Celebrity Resemblance: To late actor Robert Urich, in terms of both facial (see headshots here◊ and here for a comparison) and vocal (watch interviews here and here to also compare) resemblance, as well as resume and recognition comparisons:
- Both actors both have film and television careers, but are more well known on TV.
- Both actors worked with Wes Craven with Urich playing the the lead in the 1984 Craven-directed telefilm Invitation to Hell, while Olyphant conversely plays part of the Big Bad Duumvirate in Craven's Scream 2.
- Both actors cited Clint Eastwood as an inspiration for some of their roles (Urich took Eastwood's performance as Harry Callahan in Dirty Harry, where Urich had played a villain in the sequel, for his role as Dan Tanna on Vega$, while Olyphant played an expy of Eastwood in Rango).
- Both Urich's and Olyphant's earliest roles while they were in their twenties were serial killers in a first sequel of a well-known film series, specifically involving mostly homicide (Urich played a vigilante traffic cop in Magnum Force, the second installment in Dirty Harry films, while Olyphant played a Jack the Ripoff in Scream 2, the second film in Scream films).
- Both Urich and Olyphant played major Wild West lawman characters on television (with Urich's Jake Spoon in Lonesome Dove to Olyphant's Seth Bullock in Deadwood).
- Both Urich and Olyphant garnered recognition on television by playing leading detective roles in shows notably based off a book series, with Urich's lead roles Dan Tanna in Vega$ and Spenser in Spenser: For Hire (which was based off on the Spenser books by Robert B. Parker), to Olyphant's lead role Raylan Givens in Justified (that was based the Elmore Leonard's books).
- Money, Dear Boy: Said the primary reason he did Hitman was this, brought on by the cancellation of Deadwood.
- Vocal Evolution: It's quite jarring to hear Olyphant's voice in his early acting roles in comparison to his latest roles, which his voice is noticeably more gruff and deeper in contrast. Compare the villain characters from the high-pitched Large Ham voice of Mickey Altieri in Scream 2 to the more deeper The Stoic voice of Thomas Gabriel in Live Free or Die Hard.