Sherwood's first acting role came in 2010, with his appearance as Jack Simmons in the third season of The Cut.[2] The following year, he guest starred as a waiter named Tom in the Sadie J episode "Cherylistic". In 2012, he had a small role in the drama film Not Fade Away as a young Mick Jagger.[3] He landed his first notable role in 2014, as Christian Ozera in the satirical horror film Vampire Academy, based on the novel by Richelle Mead.[4]
In 2020, Sherwood starred in the dark fantasy TV series Penny Dreadful: City of Angels, which was cancelled after one season.
On 13 September 2021, it was reported that Sherwood will be starring in a reboot of Arnold Schwarzenegger's 1996 film Eraser, titled Eraser: Reborn, which was released on 31 March 2022.[9][10]
Sherwood also starred in the Netflix series Partner Track based on Helen Wan's novel of the same name.[11][12][13] Principle production for the series began in September 2021 and ended in late February 2022 in New York.[14]
Sherwood dated his Vampire Academy co-star Sarah Hyland from 2015 to 2017.[16] Sherwood is seemingly single at the moment. His last known girlfriend was Decker Sadowski, who he recently broke up with in early 2024.
Sherwood has sectoral heterochromia; one of his eyes is blue while the other is half blue-half brown.[17]
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