Stadium: COURT 7 Round: 25 Ground: Hardcourt outdoor
| Challenger Aptos | 2016/08/08 19:00 | Raymond Sarmiento v Lloyd Glasspool | 6-3,6-2 |
| 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 |
| US Open Qual | 2016/08/23 18:25 | Jozef Kovalik v Sam Groth | 3-6,7-6,6-3 |
| ATP Washington | 2016/07/19 20:00 | Sam Groth v Brian Baker | 6-7,6-7 |
| ATP Newport | 2016/07/14 15:00 | Sam Groth v Adrian Mannarino | 6-7,3-6 |
| ATP Newport | 2016/07/12 19:15 | Michal Przysiezny v Sam Groth | 6-7,4-6 |
| Wimbledon | 2016/06/27 14:20 | Sam Groth v Kei Nishikori | 4-6,3-6,5-7 |
| ATP Stuttgart | 2016/06/09 09:00 | Dominic Thiem v Sam Groth | 7-6,7-6 |
| ATP Stuttgart | 2016/06/06 12:00 | Sam Groth v Illya Marchenko | 7-5,6-4 |
| French Open | 2016/05/24 10:50 | Rafael Nadal v Sam Groth | 6-1,6-1,6-1 |