| ITF Poland F5 Qual | 2014/08/18 08:00 | Mikolaj Szmyrgala v Stephen Kaldawi | 5-7,6-2,6-3 |
| ITF Germany F9 | 2014/07/22 08:00 | Stephen Kaldawi v Jannik Rother | 6-3,1-6,0-6 |
| ITF Turkey F25 | 2014/07/13 07:00 | Hugo Grenier v Stephen Kaldawi | 6-4,6-2 |
| ITF Turkey F25 | 2014/07/12 11:00 | Stephen Kaldawi v Mert Naci Turker | 6-0,6-2 |
| ITF Turkey F24 Qual | 2014/07/06 11:00 | Thomas Brechemier v Stephen Kaldawi | 5-7,6-1,6-1 |
| ITF Turkey F23 | 2014/07/03 11:05 | Aldin Setkic v Stephen Kaldawi | 6-2,6-0 |
| ITF Turkey F23 Qual | 2014/06/29 10:30 | Stephen Kaldawi v Muhammet Haylaz | 7-6,7-6 |
| ITF Poland F2 | 2014/06/08 08:00 | Nico Matic v Stephen Kaldawi | 6-3,6-1 |
| Challenger Traralgon | 2014/11/04 01:00 | Jarmere Jenkins v Matt Reid | 3-6,6-2,7-5 |
| Challenger Traralgon | 2014/10/28 06:30 | Greg Jones v Matt Reid | 4-6,6-4,6-2 |
| Challenger Tiburon | 2014/10/11 22:20 | Sam Querrey v Matt Reid | 6-3,6-4 |
| Challenger Tiburon | 2014/10/10 20:30 | Matt Reid v Bjorn Fratangelo | 6-4,7-5 |
| Challenger Tiburon | 2014/10/07 18:20 | Tom Fawcett v Matt Reid | 5-7,5-7 |
| ITF USA F25 | 2014/09/19 20:30 | Matt Reid v Dennis Novikov | 7-6,6-7,6-7 |
| ITF USA F25 | 2014/09/18 18:50 | Matt Reid v Gage Brymer | 6-3,2-6,6-2 |
| ITF USA F25 | 2014/09/17 22:20 | Matt Reid v Taylor Fritz | 6-4,3-6,6-3 |