The 12-time major champion is just the 10th man in the Open Era to achieve the feat.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Fever-Tree Championships
|
Quarter Finals | Novak Djokovic |
5-7
1-6 |
| 2018 |
Fever-Tree Championships
|
1/8 | Novak Djokovic |
6-4
6-1 |
| 2018 |
Fever-Tree Championships
|
1/16 | Novak Djokovic |
2-6
1-6 |
| 2018 |
Roland Garros
|
Quarter Finals | Marco Cecchinato |
6-3
7-6 1-6 7-6 |
| 2018 |
Roland Garros
|
1/8 | Novak Djokovic |
6-3
6-4 6-2 |
| 2018 |
Roland Garros
|
1/16 | Novak Djokovic |
4-6
7-6 6-7 2-6 |
| 2018 |
Roland Garros
|
1/32 | Novak Djokovic |
6-7
4-6 4-6 |
| 2018 |
Roland Garros
|
1/64 | Novak Djokovic |
3-6
4-6 4-6 |
| 2018 |
Internazionali BNL d'Italia
|
Semi Finals | Rafael Nadal |
7-6
6-3 |
| 2018 |
Internazionali BNL d'Italia
|
Quarter Finals | Novak Djokovic |
6-2
1-6 3-6 |
| 2018 |
Internazionali BNL d'Italia
|
1/8 | Novak Djokovic |
6-1
7-5 |
| 2018 |
Internazionali BNL d'Italia
|
1/16 | Novak Djokovic |
6-4
6-2 |
| 2018 |
Internazionali BNL d'Italia
|
1/32 | Novak Djokovic |
6-1
6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
Roland Garros, Qualification
|
1/64 | Thomas Fabbiano |
6-4
6-2 |
| 2015 |
Bordeaux
|
1/16 | Jared Donaldson |
4-6
4-6 |
| 2015 |
Bordeaux, Qualification
|
Quarter Finals | Guillaume Rufin |
6-1
6-3 |
| 2015 |
Bordeaux, Qualification
|
1/8 | Guillaume Rufin |
7-6
3-6 5-7 |
