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 Canada F9 Qual | 2016/09/17 14:00 | Nicholas Kamisar v Drew Van Orderlain | 6-1,5-7,6-1 |
| ITF Canada F8 | 2016/09/13 14:00 | Quinton Vega v Drew Van Orderlain | 7-6,6-1 |
| ITF Canada F8 Qual | 2016/09/12 07:33 | Thomas Susen v Drew Van Orderlain | 2-6,6-4,2-6 |
| ITF Canada F8 Qual | 2016/09/11 13:00 | Drew Van Orderlain v Damien Ghader | 6-1,6-0 |
| ITF Canada F8 Qual | 2016/09/10 13:00 | Drew Van Orderlain v Niels P Van Noord | 6-1,6-2 |
| ITF Canada F7 Qual | 2016/09/04 13:00 | Drew Van Orderlain v Washi Gervais | 6-7,3-6 |
| ITF USA F26 Qual | 2016/07/30 15:30 | Brandon Donaldson v Drew Van Orderlain | 6-2,6-3 |
| ITF Canada F5 Qual | 2016/07/02 17:00 | Drew Van Orderlain v Herbert Jody Maginley | 2-6,3-6 |