01/By surface
each with its own count, at equal weight
Hard
2-1
M. leads 2-1 in 3 meetings on hard
Clay
1-0
M. leads 1-0 in 1 meeting on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
4 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, M. first |
|---|---|---|---|---|---|---|
| Mar 15, 2015 | BNP Paribas OpenMasters 1000 | hard | 2nd round | Raonic M. | 6-3, 6-4 | 6 v 49 |
| Feb 19, 2015 | Open 13ATP250 | hard | 2nd round | Bolelli S. | 6-4, 3-6, 7-6 | 6 v 53 |
| Feb 12, 2015 | ABN AMRO World Tennis TournamentATP500 | hard | 2nd round | Raonic M. | 6-3, 7-6 | 6 v 50 |
| May 13, 2014 | Internazionali BNL d'ItaliaMasters 1000 | clay | 2nd round | Raonic M. | 6-3, 7-6 | 10 v 162 |
A record, never a share of meetings. Main-draw singles since 2013; a meeting ended by retirement is counted with the sets that were played and marked; a walkover is listed and counted in neither column. Raonic M. and Bolelli S. each carry the table against every opponent faced.