Career
Playing for the South Africa in , O'Brien has a W/L record of 1–2.
Playing for the South Africa in , O'Brien has a W/L record of 1–2.
O'Brien has a career high ATP singles ranking of 507 achieved on 21 April 2014. He also has a career high ATP doubles ranking of 119 achieved on 2 November 2015. He has won 6 ITF doubles titles. O'Brien won his first ATP Challenger title at the 2015 Levene Gouldin & Thompson Tennis Challenger in the doubles event partnering Ruan Roelofse.