Davide Galoppini defeated Antonio Massara 7-5 6-2 in the Italy F37 qualifying round of 16 on clay. The upset overturned the form book — Antonio Massara came in leading the head-to-head 3–2. Davide Galoppini narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-04-16 | M15 Antalya 15 | QF | clay | Davide Galoppini | 6-3 6-1 |
| 2019-09-13 | M25 Santa Margherita Di Pula 7 | QF | clay | Davide Galoppini | 6-2 6-0 |
| 2016-08-01 | Serbia F3 | R32 | clay | Antonio Massara | 0-6 6-3 6-2 |
| 2015-07-27 | Italy F20 | Q32 | clay | Antonio Massara | 6-4 6-2 |
| 2013-10-07 | Italy F29 | R32 | clay | Antonio Massara | 7-5 6-3 |
Averages over each player's completed matches in the selected window (200 vs 179). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About