Stadium: Central Round: 24 Ground: Hardcourt outdoor
| Challenger Drummondville | 2019/03/14 23:00 | Jeffrey John Wolf v Yannick Maden | 4-6,6-7 |
| Challenger Drummondville | 2019/03/12 23:55 | Thai-Son Kwiatkowski v Jeffrey John Wolf | 1-6,2-6 |
| Challenger Drummondville | 2019/03/11 20:55 | Jeffrey John Wolf v Andre Goransson | 6-3,6-4 |
| ATP Indian Wells | 2019/03/06 20:20 | Ugo Humbert v Jeffrey John Wolf | 7-5,7-5 |
| ATP Indian Wells | 2019/03/05 19:00 | Jeffrey John Wolf v Marco Trungelliti | 6-4,6-1 |
| Challenger Cleveland | 2019/01/31 20:20 | Jeffrey John Wolf v Marcos Giron | 4-6,7-6,5-7 |
| Challenger Cleveland | 2019/01/30 18:30 | Jason Jung v Jeffrey John Wolf | 3-6,4-6 |
| Challenger Cleveland | 2019/01/29 02:30 | Jeffrey John Wolf v Ryan Shane | 6-1,6-2 |
| Challenger Francavilla | 2019/04/22 08:00 | Pavel Kotov v Gleb Sakharov | 6-4,6-2 |
| Challenger Tunis | 2019/04/15 15:55 | Johan Sebastien Tatlot v Gleb Sakharov | 6-1,6-7,6-3 |
| Challenger Murcia | 2019/04/09 15:00 | Gleb Sakharov v Carlos Alcaraz Garfia | 6-7,4-6 |
| Australian Open | 2019/01/15 07:45 | Maximilian Marterer v Gleb Sakharov | 6-3,6-1,6-3 |
| Australian Open | 2019/01/11 00:45 | Tim Smyczek v Gleb Sakharov | 6-3,3-6,4-6 |
| Australian Open | 2019/01/10 02:10 | Calvin Hemery v Gleb Sakharov | 4-6,6-3,3-6 |
| Australian Open | 2019/01/08 05:45 | Gleb Sakharov v Quentin Halys | 6-2,6-4 |
| Challenger Noumea | 2019/01/04 02:35 | Gleb Sakharov v Donald Young | 7-5,3-6,1-6 |