Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Los Angeles | 2019/01/01 19:40 | Patrick Kypson v Felix Corwin | 7-5,6-3 |
| Challenger Champaign | 2018/11/12 19:10 | Peter Polansky v Patrick Kypson | 7-5,6-2 |
| Challenger Knoxville | 2018/11/05 15:00 | Patrick Kypson v Evan Song | 4-6,6-3,3-6 |
| Challenger Knoxville | 2018/11/04 15:00 | Jack Draper v Patrick Kypson | 4-6,2-6 |
| ITF USA F28 | 2018/10/18 15:30 | Ryan Peniston v Patrick Kypson | 6-4,7-6 |
| ITF USA F28 | 2018/10/16 15:00 | Patrick Kypson v Joao Pedro Sorgi | 6-3,6-1 |
| ITF USA F27 | 2018/10/12 16:00 | Patrick Kypson v Ryan Peniston | 6-7,1-6 |
| ITF USA F27 | 2018/10/11 22:00 | Andrew Watson v Patrick Kypson | 3-6,3-6 |
| ITF M25 Los Angeles | 2019/01/02 22:55 | Peter Kobelt v Errol Smith | 7-6,6-4 |
| ITF Qatar F5 | 2018/12/12 13:40 | Peter Kobelt v Aslan Karatsev | 1-6,3-6 |
| ITF Qatar F5 | 2018/12/11 14:55 | Duje Ajdukovic v Peter Kobelt | 3-6,6-3,6-7 |
| ITF Qatar F5 | 2018/12/10 13:40 | Peter Kobelt v Constantin Schmitz | 6-2,6-7,6-1 |
| ITF Qatar F5 | 2018/12/09 14:45 | Peter Kobelt v Bart Van Den Berg | 6-0,7-6 |
| ITF Qatar F4 | 2018/12/06 12:00 | Peter Kobelt v Michail Pervolarakis | 5-7,3-6 |
| ITF Qatar F4 | 2018/12/05 13:50 | Thomas Statzberger v Peter Kobelt | 6-7,4-6 |
| ITF Qatar F4 | 2018/12/04 12:00 | Peter Kobelt v Marc Giner | 6-2,6-1 |