Oliver debuted his acting career in a reality television series, Charlie Brooker's 2011 Wipe. It was directed by Al Campbell, Lorry Powles and scripted by Charlie Brooker. The others cast members of this series were, Adam Curtis, Susie Boniface, and Doug Stanhope.
In the same year, Oliver appeared in a British short drama series, Serge DeNimes X Robin S. Boyd: Vultures, Directed by Robin S. Boyd. After that, he appeared in one of the popular television series, Made in Chelsea, which was directed by John Pereira and David Wolfgang. Sam Thompson and Alex Mytton also starred in the series.
Oliver is a British by nationality and belongs to white ethnicity. He has a long list of girlfriends including Lucy Watson and Spencer Matthews. He also dated one of the actresses of the Made In Chelsea named Alice Davidson. Currently, he is dating his new girlfriend Emma Louise Connolly, a 25-year-old model. The couple seems happy with their relationship; however, they have not shared any plans to get married.
Oliver mainly spends his leisure time with his family and friends. He is very active on social networking sites, including Twitter, Instagram, and Facebook. He has more than 699K followers on his Instagram account whereas 414K followers on his Twitter account.
As an actor, Oliver earns a huge amount of money from his professional career. He has also appeared in numerous television series including, Charlie Brooker's 2011 Wipe, Serge DeNimes X Robin S. Boyd: Vultures, and Made In Chelsea. According to some source, his current net worth is more than £5 million.