Round: 60 Ground: Clay
| ITF Egypt F34 | 2016/11/23 19:30 | Tomislav Jotovski v George Tsivadze | 4-6,4-6 |
| ITF Egypt F33 | 2016/11/15 14:00 | Oleg Khotkov v Tomislav Jotovski | 6-2,1-6,6-2 |
| ITF Croatia F11 | 2016/10/19 08:00 | Tomislav Jotovski v Pietro Licciardi | 1-6,2-6 |
| ITF Croatia F10 | 2016/10/14 08:00 | Tomislav Jotovski v Nino Serdarusic | 0-6,3-6 |
| ITF Croatia F10 | 2016/10/13 08:00 | Gian Marco Moroni v Tomislav Jotovski | 4-6,5-7 |
| ITF Croatia F10 | 2016/10/11 10:05 | Paul Monteban v Tomislav Jotovski | 2-6,6-3,5-7 |
| ITF Serbia F7 | 2016/09/13 10:50 | Tomislav Jotovski v Nino Serdarusic | 0-6,4-6 |
| ITF Serbia F6 | 2016/09/09 10:50 | Nerman Fatic v Tomislav Jotovski | 6-2,6-1 |
| ITF USA F3 Qual | 2016/01/09 19:00 | McClain Kessler v Fernando Yamacita | 1-6,6-2,1-6 |
| ITF USA F3 Qual | 2016/01/08 22:00 | McClain Kessler v Santiago Hinojosa | 6-1,6-1 |
| ITF USA F9 Qual | 2015/02/21 18:00 | McClain Kessler v Naoki Nakagawa | 3-6,4-6 |
| ITF USA F6 | 2015/01/25 14:30 | McClain Kessler v Alex Rybakov | 1-6,3-6 |
| ITF USA F6 | 2015/01/24 17:00 | Pedro Gabriel Rodrigues v McClain Kessler | 2-6,2-6 |
| ITF USA F32 | 2014/11/19 20:00 | McClain Kessler v Theo Fournerie | 1-6,6-4,2-6 |
| ITF USA F32 Qual | 2014/11/17 16:00 | McClain Kessler v Yuanfeng Li | 2-6,3-6 |
| ITF USA F32 Qual | 2014/11/16 17:00 | Julian Cash v McClain Kessler | 2-6,6-4,0-6 |