The Spaniard is just the third man in ATP rankings history to reach that milestone.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open, Qualification WTA
|
1/16 | Liudmila Samsonova |
7-6
6-2 |
| 2021 |
Australian Open, Qualification WTA
|
1/32 | Liudmila Samsonova |
6-0
6-7 6-3 |
| 2020 |
Roland Garros WTA
|
1/64 | Sofia Kenin |
4-6
6-3 3-6 |
| 2020 |
Internazionali BNL d'Italia, Qualification
|
1/16 | Arantxa Rus |
6-1
6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Nitto ATP World Tour Finals Final Stage
|
Semi Finals | Daniil Medvedev |
3-6
7-6 6-3 |
| 2020 |
Nitto ATP World Tour Finals, Group London 2020
|
Championship | Rafael Nadal |
6-4
4-6 6-2 |
| 2020 |
Nitto ATP World Tour Finals, Group London 2020
|
Championship | Dominic Thiem |
6-7
6-7 |
| 2020 |
Nitto ATP World Tour Finals, Group London 2020
|
Championship | Rafael Nadal |
6-3
6-4 |
| 2020 |
Rolex Paris Masters
|
Semi Finals | Alexander Zverev |
4-6
5-7 |
| 2020 |
Rolex Paris Masters
|
Quarter Finals | Rafael Nadal |
4-6
7-5 6-1 |
| 2020 |
Rolex Paris Masters
|
1/8 | Rafael Nadal |
6-1
7-6 |
| 2020 |
Rolex Paris Masters
|
1/16 | Rafael Nadal |
4-6
7-6 6-4 |
