Round: 54 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2016/07/11 23:00 | Bjorn Fratangelo v Lloyd Glasspool | 6-2,7-6 |
| Wimbledon Qual | 2016/06/20 16:35 | Lloyd Glasspool v Dennis Novikov | 2-6,5-7 |
| ITF Greece F5 | 2016/04/24 07:00 | Jonny O'Mara v Lloyd Glasspool | 3-6,6-4,6-7 |
| ITF Greece F5 | 2016/04/23 07:00 | Lloyd Glasspool v Mick Lescure | 6-3,6-3 |
| ITF Greece F5 | 2016/04/22 08:45 | Daniel Cukierman v Lloyd Glasspool | 4-6,4-6 |
| ITF Greece F5 | 2016/04/21 10:15 | Hunter Callahan v Lloyd Glasspool | 6-7,2-6 |
| ITF Greece F5 | 2016/04/20 10:20 | Pavel Krainik v Lloyd Glasspool | 3-6,0-6 |
| ITF Greece F4 | 2016/04/17 09:05 | Yannick Mertens v Lloyd Glasspool | 6-2,7-5 |
| ATP Newport Qual | 2016/07/11 16:25 | Brydan Klein v Brian Baker | 6-7,4-6 |
| ATP Newport Qual | 2016/07/10 19:45 | Brydan Klein v Michael Mmoh | 7-6,6-2 |
| Wimbledon | 2016/06/27 13:15 | Brydan Klein v Nicolas Mahut | 6-7,4-6,4-6 |
| French Open Qual | 2016/05/17 09:25 | Sergiy Stakhovsky v Brydan Klein | 6-3,6-3 |
| Challenger Traralgon | 2015/10/31 00:00 | Brydan Klein v Jordan Thompson | 2-6,5-7 |
| Challenger Traralgon | 2015/10/30 00:00 | Benjamin Mitchell v Brydan Klein | 1-6,2-6 |
| Challenger Traralgon | 2015/10/27 23:00 | Dayne Kelly v Brydan Klein | 3-6,6-3,3-6 |
| Challenger Traralgon | 2015/10/25 23:00 | Omar Jasika v Brydan Klein | 6-7,4-6 |