Fabrizio Andaloro defeated Jake Van Emburgh 6-2 3-6 7-6 in the M25 Castelo Branco 1 quarter-final on hard. The upset overturned the form book — Jake Van Emburgh came in leading the head-to-head 1–0. Fabrizio Andaloro claimed a first win over Jake Van Emburgh in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-07-27 | M25 Porto 1 | R16 | hard | Jake Van Emburgh | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.