In his acting debut, Pickard played Mio, the lead role in Mio in the Land of Faraway (1987), starring alongside a young Christian Bale, where he was credited as Nicholas Pickard. In 1993, Pickard played a minor role in EastEnders, appearing as a young homeless boy. In addition, Pickard has appeared in other television programmes, including Us Girls and If You Were Me. He appeared in music videos for "Over My Shoulder" (for Mike + The Mechanics) and "Almost Unreal" (for Roxette).
He landed the role of Tony Hutchinson in Hollyoaks in 1995, becoming a member of the original cast.[3] He remains in the role to date, and has since become the longest-serving cast member, having played the part since the inaugural episode. Over the years, Pickard has been nominated for a number of awards independently and some nominations with colleagues.[4][5][6] In 2017, Pickard won the British Soap Award for Outstanding Achievement in honour of his achievement of playing the role for 22 years.[7]
In 2005, Pickard's brother John joined the cast of Hollyoaks, portraying the role of Dominic Reilly, the half-brother of Tony.[8] When John left the programme in 2010,[9]The Daily Star released a news article claiming that Pickard was set to follow in his brother's footsteps and depart Hollyoaks, stating that he was "disgusted" with his brother's "axing".[10] However, Pickard denied these reports, confirming that he was happy and had no intentions to leave the soap.[11] Pickard has appeared in theatre productions including Richard II, An Enemy of the People and Edward II. He also joined the cast of the 2009 pantomime adaption of Cinderella at Liverpool Empire Theatre, where he portrayed Dandini. His break from Hollyoaks to perform in Cinderella was planned and written into the show.
In 2011, Pickard participated in the sixth series of Celebrity MasterChef, where he reached the final though lost out to Phil Vickery.[12][13] In 2016, he once again participated in a game show, appearing in an episode of Pointless Celebrities, playing the game in a partnership with his Hollyoaks colleague Alex Fletcher.[14]