The school has a magic club called The Prestige Society, which Hollingworth joined in preference over activities such as classics or sports practice which he would otherwise have been expected to do.
Hollingworth has stated that he was also influenced during the same period by seeing Ricky Jay perform on the Channel 4 television series The Secret Cabaret.
He currently works full-time as a barrister specialising in intellectual property law, but continues to give occasional magic performances.
Some of his card magic is presented in his commercially available videos The Reformation, The London Collection and Routines directed by filmmaker and magician Anthony Davis.
In August 2008, he presented a well-received show at the Edinburgh Comedy Festival entitled "Expert at the Card Table", which was based on a 1902 book of the same title.