Stadium: Eve Zimmerman Court Round: 26 Ground: Hardcourt outdoor
| Challenger Fairfield | 2019/10/09 19:10 | Darian King v Sebastian Korda | 5-7,6-0,7-5 |
| Challenger Tiburon | 2019/09/26 18:55 | Bangoura, Sekou v Darian King | 1-6,6-4,6-0 |
| Challenger Tiburon | 2019/09/25 18:55 | Ulises Blanch v Darian King | 6-2,6-7,5-7 |
| Coupe Davis | 2019/09/14 16:00 | Thiago Monteiro v Darian King | 6-4,7-6 |
| Coupe Davis | 2019/09/13 15:00 | Joao Menezes v Darian King | 6-3,4-6,2-6 |
| New Haven, USA | 2019/09/05 16:50 | Darian King v Schnur, Brayden | 6-2,3-6,4-6 |
| New Haven, USA | 2019/09/04 15:25 | Darian King v Arevalo-Gonzalez, Marcelo | 6-4,3-6,6-2 |
| US Open, New York, USA | 2019/08/23 18:10 | Darian King v Evgeny Donskoy | 4-6,3-6 |
| Challenger Fairfield | 2019/10/09 17:00 | Velotti, Agustin v Rola, Blaz | 1-6,4-6 |
| Florence, Italy | 2019/09/26 11:55 | Rola, Blaz v Mohamed Safwat | 4-6,7-5,4-6 |
| Florence, Italy | 2019/09/25 10:00 | Rola, Blaz v Oriol Roca Batalla | 6-7,6-4,7-5 |
| Challenger Sibiu | 2019/09/20 11:05 | Alex Molcan v Rola, Blaz | 6-4,6-7,6-4 |
| Challenger Sibiu | 2019/09/19 11:40 | Krstin, Pedja v Rola, Blaz | 1-6,6-3,1-6 |
| Challenger Sibiu | 2019/09/18 08:20 | Reboul, Fabien v Rola, Blaz | 3-6,6-4,3-6 |
| Coupe Davis | 2019/09/13 11:30 | Mohamed Safwat v Rola, Blaz | 6-4,1-6,7-6 |
| Austria Bundesliga | 2019/09/07 15:00 | Mohamed Safwat v Rola, Blaz | 6-7,7-6,3-6 |