Jose De Armas defeated Yohny Romero 4-6 6-2 6-1 in the Venezuela F4 semi-final on hard. Jose De Armas extended the head-to-head to 6–5.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-13 | Venezuela F4 | R32 | hard | Yohny Romero | 6-2 6-1 |
| 2009-05-25 | Venezuela F3 | R32 | hard | Jose De Armas | 2-6 6-4 6-4 |
| 2008-10-13 | Venezuela F9 | SF | hard | Jose De Armas | 6-3 6-4 |
| 2008-09-29 | Venezuela F7 | QF | clay | Jose De Armas | 6-3 6-4 |
| 2008-07-28 | Venezuela F5 | SF | hard | Jose De Armas | 6-7(4) 6-4 7-5 |
| 2007-10-08 | Venezuela F6 | R32 | hard | Yohny Romero | 6-2 6-4 |
| 2004-10-11 | Venezuela F3 | SF | hard | Jose De Armas | 6-1 6-4 |
| 2000-05-08 | USA F11 | R16 | clay | Yohny Romero | 6-2 6-3 |
| 2000-02-28 | USA F6 | QF | hard | Yohny Romero | 6-4 6-3 |
| 1998-10-16 | USA 4 Masters 1 | R64 | hard | Yohny Romero | 6-3 4-6 7-6 |