Timothy Olyphant at an event for 300 (2006)

Brad Pitt, Leonardo DiCaprio, Al Pacino, Kurt Russell, Timothy Olyphant, Mike Moh, Margot Robbie, Margaret Qualley, and Julia Butters in Once Upon a Time... in Hollywood (2019)

Paula Malcomson, Ian McShane, Timothy Olyphant, and Molly Parker in Deadwood (2004)

Carla Gugino, Emmanuelle Chriqui, Joseph Gordon-Levitt, Timothy Olyphant, and Adrianne Palicki in Elektra Luxx (2010)

Nicolas Cage, Bridget Fonda, Kevin Smith, Jennifer Garner, Sam Jaeger, and Timothy Olyphant in It Could Happen to You (1994)

Glenn Close, William Hurt, Marcia Gay Harden, Rose Byrne, and Timothy Olyphant in Damages (2007)

Stephen Eric McIntyre, Timothy Olyphant, Rossif Sutherland, and Joe Anderson in High Life (2009)

Milla Jovovich, Steve Zahn, Timothy Olyphant, and Kiele Sanchez in A Perfect Getaway (2009)

Kevin Smith, Jennifer Garner, Sam Jaeger, and Timothy Olyphant in Catch and Release (2006)

Brad Dourif, Powers Boothe, Paula Malcomson, Ian McShane, Timothy Olyphant, Molly Parker, and Robin Weigert in Deadwood (2004)

Sarah Polley, Katie Holmes, and Timothy Olyphant in Go (1999)

Pedro Pascal and Timothy Olyphant in The Mandalorian (2019)

Timothy Olyphant in The Mandalorian (2019)

Timothy Olyphant in Justified: City Primeval (2023)

Conan O'Brien and Timothy Olyphant in Timothy Olyphant (2020)

Timothy Olyphant in Timothy Olyphant (2020)

Leonardo DiCaprio and Timothy Olyphant in Once Upon a Time... in Hollywood (2019)

Conan O'Brien and Timothy Olyphant in Timothy Olyphant (2019)

Timothy Olyphant in Timothy Olyphant (2019)

Drew Barrymore and Timothy Olyphant in Santa Clarita Diet (2017)

Timothy Olyphant in Santa Clarita Diet (2017)

Conan O'Brien and Timothy Olyphant in Conan (2010)

Timothy Olyphant and Jeff Ross in Conan (2010)

Glenn Close, Dermot Mulroney, Joshua Jackson, Mary Kay Place, Patricia Clarkson, Moira Kelly, and Timothy Olyphant in The Safety of Objects (2001)

Powers Boothe, Keith Carradine, Ian McShane, Timothy Olyphant, and Molly Parker in Deadwood (2004)

Juliette Lewis, Kevin Smith, Jennifer Garner, Sam Jaeger, Timothy Olyphant, and Joshua Friesen in Catch and Release (2006)