Yohny Romero defeated Jhonnatan Medina Alvarez 7-6 2-6 6-2 in the Cuba F1 semi-final on hard. The upset overturned the form book — Jhonnatan Medina Alvarez came in leading the head-to-head 4–2. Yohny Romero narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-18 | Venezuela F2 | R32 | hard | Yohny Romero | 6-4 6-3 |
| 2009-05-11 | Venezuela F1 | QF | hard | Jhonnatan Medina Alvarez | 7-5 6-7(3) 6-4 |
| 2006-10-16 | Venezuela F7 | F | hard | Jhonnatan Medina Alvarez | 7-6(3) 6-4 |
| 2006-05-15 | Venezuela 2 3 | F | hard | Yohny Romero | 6-3 6-3 |
| 2005-11-07 | Venezuela F7 | F | hard | Jhonnatan Medina Alvarez | 6-3 6-4 |
| 2004-07-26 | Venezuela 1 Satellite 3 | QF | hard | Jhonnatan Medina Alvarez | 6-1 1-6 6-3 |