Stadium: Stadium Court 3 Round: 26 Ground: Clay
| Rochester, Singles M-ITF-USA-19A | 2019/06/26 21:30 | Jachuck, Ronan v George Goldhoff | 6-2,6-1 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/20 13:00 | Jachuck, Ronan v Aleksandar Kovacevic | 7-6,4-6,2-6 |
| ITF USA F30 | 2018/11/07 15:00 | Kohen, Alan v Jachuck, Ronan | 6-3,6-3 |
| ITF USA F29 | 2018/10/27 19:30 | Jachuck, Ronan v Kessler, Mcclain | 1-6,1-6 |
| ITF USA F29 | 2018/10/27 14:00 | Garrett Johns v Jachuck, Ronan | 5-7,6-3,1-6 |
| ITF USA F11 | 2018/04/18 15:40 | Jachuck, Ronan v Findel-Hawkins, Jack | 4-6,2-6 |
| ITF USA F11 | 2018/04/16 14:00 | Shi, Brian v Jachuck, Ronan | 4-6,6-3,4-6 |
| ITF USA F11 | 2018/04/15 12:00 | Jachuck, Ronan v Ahren Moonga, Eric | 6-4,6-3 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/26 21:30 | Ignat, Dragos Constantin v C. Oosterbaan, Paul | 4-6,6-7 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/21 14:00 | Strong Kirchheimer v C. Oosterbaan, Paul | 6-0,6-3 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/20 16:00 | Botezan, George v C. Oosterbaan, Paul | 6-3,5-7,6-7 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/19 15:40 | Shabaz, Michael v C. Oosterbaan, Paul | 4-6,7-6,3-6 |
| ITF M15 Cancun | 2019/06/05 13:30 | Rapp, Austin v C. Oosterbaan, Paul | 3-6,6-4,7-5 |
| ITF M15 Cancun | 2019/05/28 13:30 | C. Oosterbaan, Paul v Gomez, Alejandro | 2-6,6-4,3-6 |
| ITF - M25 Pensacola | 2019/05/09 15:00 | Gomez, Alejandro v C. Oosterbaan, Paul | 6-2,7-6 |
| ITF - M25 Pensacola | 2019/05/08 14:00 | Hamilton, Grey v C. Oosterbaan, Paul | 6-7,1-6 |