Stadium: Court 5 Round: 25 Ground: Clay
| ITF M25 Los Angeles | 2019/01/04 18:00 | Patrick Kypson v Martin Redlicki | 7-6,6-4 |
| ITF USA F1 | 2018/01/03 18:00 | Martin Redlicki v Patrick Kypson | 6-2,6-4 |
| ITF USA F32 | 2017/09/26 17:00 | Martin Redlicki v Patrick Kypson | 4-6,3-6 |
| ITF M15 Tallahassee | 2019/12/05 19:10 | Anton Matusevich v Patrick Kypson | 4-6,6-4,7-5 |
| ITF M15 Tallahassee | 2019/12/04 17:55 | Ronald Hohmann v Patrick Kypson | 5-7,4-6 |
| ITF M15 Heraklion | 2019/11/16 12:00 | Jan Zielinski v Patrick Kypson | 6-4,6-2 |
| ITF M15 Heraklion | 2019/11/16 08:00 | Pedro Vives Marcos v Patrick Kypson | 1-6,4-6 |
| ITF M15 Heraklion | 2019/11/15 08:00 | Filippo Moroni v Patrick Kypson | 3-6,4-6 |
| ITF M15 Heraklion | 2019/11/14 08:40 | Patrick Kypson v Aidan Mchugh | 6-3,6-0 |
| ITF M15 Heraklion | 2019/11/12 07:30 | Patrick Kypson v Jordan Hasson | 6-1,6-1 |
| ITF M15 Heraklion | 2019/11/11 08:00 | Patrick Kypson v Eleftherios Theodorou | 7-6,6-1 |
| Challenger Champaign | 2019/11/15 20:00 | Martin Redlicki v Sebastian Korda | 2-6,6-4,6-7 |
| Challenger Champaign | 2019/11/14 21:20 | Martin Redlicki v Felix Corwin | 6-4,7-5 |
| Challenger Champaign | 2019/11/14 01:35 | Peter Polansky v Martin Redlicki | 6-4,1-6,4-6 |
| Challenger Champaign | 2019/11/13 00:20 | Martin Redlicki v Ezekiel Clark | 6-3,6-2 |
| ITF M25 Malibu | 2019/11/07 21:15 | Martin Redlicki v Brandon Holt | 2-6,6-3,5-7 |
| ITF M25 Malibu | 2019/11/06 18:50 | Martin Redlicki v Drew Baird | 7-6,6-4 |
| Challenger Charlottesville | 2019/10/29 19:45 | Martin Redlicki v Maxime Janvier | 2-6,4-6 |
| Challenger Charlottesville | 2019/10/28 19:45 | Martin Redlicki v Gijs Brouwer | 7-6,6-4 |