During a recent podcast with Conan O’Brien, Timothy Olyphant appeared to unintentionally reveal that he may star in Quentin Tarantino’s upcoming sequel to Once Upon a Time in Hollywood, titled The Adventures of Cliff Booth. The project, reportedly directed by David Fincher, has generated significant anticipation as it promises to revisit characters from the original 2019 film, focusing particularly on Brad Pitt’s role.
Podcast Conversation Reveals Possible Casting Details
The disclosure happened on the Conan O’Brien Needs a Friend podcast when O’Brien mentioned rumors about a follow-up to the highly regarded 2019 movie. His co-host Matt Gourley confirmed there was a sequel scripted by Tarantino and directed by Fincher, centered around Brad Pitt’s character, often described as “the killer.”
At that moment, Olyphant silently mouthed to Gourley, “I’m in it,” sparking surprise. Realizing he had unintentionally shared potential casting news on air, Olyphant questioned whether the film was already in production and quickly tried to retract or clarify his statement, admitting uncertainty about his actual involvement.
Olyphant’s Unease and the Teasing Exchange with Hosts
Olyphant’s hesitation became evident as he responded, “I don’t know,” and attempted to steer the conversation away. When Gourley offered to remove the moment from the episode, Olyphant wavered but ultimately said,
“I don’t know … they’ll be … let’s see,”
and added, “I’m hoping I’m in it.” He then reflected,
“You never know. It only is what it is.”
O’Brien, feeling playfully betrayed that Olyphant had not shared this potential news earlier, pressed him about keeping secrets from friends. He remarked,
“That’d be a big deal that you’d probably tell your friends about, right?”
Olyphant responded that he had not seen O’Brien recently, and in a lighthearted back-and-forth, O’Brien teased him about not mentioning it to his friends despite the significance.
Limited Details Available on the Sequel
Olyphant revealed that he only became aware of the opportunity a few weeks prior and remains uncertain about his exact role in the film. According to reports, The Adventures of Cliff Booth will center on the character Cliff Booth, reprised by Brad Pitt, with David Fincher directing and Tarantino writing the script. Beyond this, further information about the story or casting remains scarce.
Anticipation Surfaces Amid Mixed Emotions
The possibility of Olyphant joining the cast under the direction of Fincher introduces a new dynamic to Tarantino’s celebrated universe. However, Olyphant’s cautious comments and his ambiguous status signal that the project is still in early stages or that final decisions have yet to be confirmed. As fans await official announcements, the sequel’s focus promises to deepen the narrative surrounding the beloved character Cliff Booth while expanding the world first seen in Hollywood.
