Benjamin started his TV career directing documentaries and music videos for artists such as Jay Z. He followed this in 2006 with The Heist for Channel 4, a BAFTA and RTS nominated one-hour Derren Brown special.

2012 saw Benjamin move into drama, directing Skins and earning himself an RTS nomination for Best Director. The debut season of My Mad Fat Diary followed and was subsequently nominated for an Emmy, BAFTA and RTS Award for Best Drama Series.

His first feature film, Tommy Cooper: Not Like That, Like This, was released in 2013. Starring David Threlfall, Helen McCory and Amanda Redman, it won a BAFTA for Best Supporting Actor and BPG nominated for Best Single Drama.

In 2015, Benjamin directed the multi-BAFTA, Emmy and Golden Globe winning detective series Wallander for the BBC, starring Kenneth Branagh. In 2016, he directed the finale episode and one-off special of Sherlock, starring Benedict Cumberbatch, Martin Freeman and Mark Gatiss.

Benjamin directed episodes for the first two seasons of The Crown for Netflix. Season one aired to rave reviews, won a Golden Globe Award for Best Television Series and was nominated for three Emmys. More recently, he is Lead Director and Executive Producer on season three and four of The Crown.