Stadion: Center Round: 62 Ground: Clay
| ITF - USA F8 - Qualifikation | 2018/03/17 17:00 | Philip Bester v Ryan Goetz | 7-5,6-3 |
| Challenger - Vancouver | 2017/08/16 01:30 | Ruben Bemelmans v Philip Bester | 7-6,6-4 |
| ATP - Montreal - Qualifikation | 2017/08/05 15:00 | Philip Bester v James McGee | 6-7,3-6 |
| ATP - Los Cabos - Qualifikation | 2017/07/30 00:20 | Philip Bester v Evan King | 4-6,4-6 |
| Challenger - Granby | 2017/07/25 22:30 | Yasutaka Uchiyama v Philip Bester | 6-4,6-4 |
| Challenger - Gatineau | 2017/07/18 22:50 | Denis Shapovalov v Philip Bester | 6-3,3-6,6-3 |
| Challenger - Winnipeg | 2017/07/11 23:00 | Blaz Rola v Philip Bester | 7-6,7-6 |
| ITF - Kanada F3 | 2017/06/29 21:00 | Philip Bester v Deiton Baughman | 6-7,4-6 |
| ITF - USA F8 - Qualifikation | 2018/03/17 17:00 | Alafia Ayeni v Junior Alexander Ore | 3-6,7-5,6-2 |
| ITF - Kanada F1 - Qualifikation | 2018/02/26 15:00 | Danny Thomas v Alafia Ayeni | 6-7,7-6,7-5 |
| ITF - Kanada F1 - Qualifikation | 2018/02/25 15:00 | Trey Hilderbrand v Alafia Ayeni | 2-6,3-6 |
| ITF - USA F2 - Qualifikation | 2018/01/06 21:00 | Mateusz Smolicki v Alafia Ayeni | 7-6,4-6,6-3 |
| ITF - Hongkong F5 | 2017/12/23 04:00 | Masaya Kobayashi v Alafia Ayeni | 6-4,6-7,6-3 |
| ITF - USA F40 | 2017/12/05 18:45 | Deiton Baughman v Alafia Ayeni | 6-2,6-4 |
| ITF - USA F39 - Qualifikation | 2017/11/27 16:30 | Alafia Ayeni v Samm Butler | 5-7,2-6 |
| ITF - USA F39 - Qualifikation | 2017/11/26 19:00 | Alafia Ayeni v Jan Simon Vrbsky | 7-5,6-4 |