He starred as Billy in The Skeleton Twins (2014), Peter Kristo in A Walk Among the Tombstones (2014), Donald Pierce in Logan (2017), Quinn McKenna in The Predator (2018), Pinkins in O.G.

(2019), Thomas Lockhart in In the Shadow of the Moon (2019), Ty Shaw in Vengeance (2022), Klaber in Indiana Jones and the Dial of Destiny (2023) and Clement Mansell in Justified: City Primeval (2023).

[citation needed] Holbrook was discovered while working part-time as a carpenter for Jenny Wiley Theatre in Kentucky.

[6] Holbrook has been a model for such designers and labels as Dior, Gucci, Jean Paul Gaultier, Versace, Hugo Boss, Bill Blass, Calvin Klein, Moschino, Marc Jacobs and DSquared².

[12] His prior acting work includes a role in the "Allison" music video for Permanent Me alongside model Tiah Eckhardt.

Holbrook stated that he learned several acting lessons from Harrison Ford while filming Dial of Destiny, including how "[he] definitely taught me that you do not walk away unless you know in your gut that you got it and there's not a false note.