Round: 27 Ground: Hardcourt outdoor
| Challenger Istanbul DM | 2016/09/12 13:00 | O'Brien/Roelofse v Akkoyun/Yalcinkale | 6-1,6-2 |
| Challenger Aptos DM | 2016/08/11 23:00 | O'Brien/Roelofse v Scholtz/Vorster | 4-6,2-6 |
| Challenger Lexington DM | 2016/07/29 00:50 | Nedunchezhiyan/Ramanathan v O'Brien/Roelofse | 6-4,6-2 |
| Challenger Lexington DM | 2016/07/27 19:40 | Krueger/McDonald v O'Brien/Roelofse | 4-6,4-6 |
| ITF Uzbekistan F4 | 2015/06/12 10:00 | O'Brien/Roelofse v Fayziev/Karimov | 7-5,6-4 |
| ITF Uzbekistan F4 | 2015/06/11 11:20 | O'Brien/Roelofse v Duldaev/Sultanov | 3-6,6-0,10-7 |
| ITF Sudafrica F3 DM | 2014/06/13 10:45 | O'Brien/Roelofse v Scholtz/Vorster | 7-6,6-4 |
| ITF Sudafrica F3 DM | 2014/06/12 11:10 | O'Brien/Roelofse v Lock/Lock | 6-0,6-2 |
| Challenger Istanbul DM | 2016/09/13 14:15 | Bega/Mertens v Doumbia/Hemery | 1-6,0-6 |