[citation needed] In 2002, soon after Kassianides graduated with honours in International Business with Finance and while in London helping his mother open Urban Coffee,[1][2] a fair trade and organic coffee shop in Tooting Broadway, he was spotted by BAFTA award-winning producer Piers Vellacott.

[citation needed] Kassianides started a course at London's Central School of Speech and Drama but had to leave after being offered a role in the Tennessee Williams' play Night of the Iguana.

[citation needed] Since then, Kassianides has appeared in a number of television episodes in the USA and UK, including Casualty, My Life in Film, Plane Spotting, Ultimate Force, Spooks, Recovery, Holby Blue, Suburban Shootout, The Kylie Show, Ashes to Ashes, The Passion, The Fixer, Love Soup, Hustle, Law and Order UK, Nikita, Burn Notice, and Agents of S.H.I.E.L.D.

Kassianides has also appeared in several international films such as The Edge of Love, Wuthering Heights, Between Two Fires, Quantum of Solace and Smooch.

Kassianides directed first time actors who won against the likes of Martin Freeman (The Hobbit) and Anne-Marie Duff (Nowhere Boy).