It’s not easy to list all the records held by Novak Djokovic, the greatest tennis player of all time. One of the strongest arguments in his favor in the famous “GOAT debate” is the fact that he has a winning head-to-head record against all of his biggest rivals—Nadal, Federer, Murray, and Alcaraz.
However, there are a few players who actually hold a winning record against Djokovic, and we’ll take a closer look at them here.
1. JANNIK SINNER (5–6)
The player Djokovic has faced the most times (11) without leading the head-to-head is Jannik Sinner 🇮🇹. Djokovic led 4–1 after their first five meetings, but the Italian won the next five matches.Novak ended that streak with a triumph in the semifinals of the Australian Open in 2026. In doing so, he reduced Sinner’s advantage to the current 6-5 in favor of the Italian.
#Djokovic: “Sinner-Alcaraz? Rivalità meravigliosa. Sembra un binomio destinato a durare anni e che li porterà a sfidare anche se stessi. Poi magari qualcuno farà il terzo in comodo alla “Djoker”, un ruolo con il quale empatizzo dato che ero lì con Federer e Nadal”.#USOpen pic.twitter.com/iWcai6rCLe
— SpazioTennis (@SpazioTennis) August 22, 2025
2. ANDY RODDICK (4–5)
The rivalry between Novak Djokovic and Andy Roddick 🇺🇸 was a real rollercoaster. Djokovic went ahead 2–1, only for Roddick to rattle off four straight wins and take a 5–2 lead. Djokovic won their final two meetings, leaving the American with a narrow 5–4 edge overall.
Andy Roddick on Novak Djokovic: “I wouldn’t bet against him on any given day, on any surface, in any format. It’s an impossibility to make a statistical argument against him being the best ever . . . It’s not even close to hyperbolic to say that he’s the best athlete on earth… pic.twitter.com/g005gr4bxO
— Danny (@DjokovicFan_) September 16, 2023
3. IVO KARLOVIĆ (1–2)
Standing 211 cm tall with one of the most feared serves in tennis history, Ivo Karlović 🇭🇷 was a nightmare for many players, especially on faster courts. Djokovic won their only clay-court meeting, but Karlović took both of their matches on hard courts, finishing with a rare winning record (2–1) against the Serbian legend.
Ad una settimana dal suo 45º compleanno, Ivo #Karlovic annuncia ufficialmente il ritiro. Ma c’è una cosa che non cambierà mai. Quando al circolo vedremo qualcuno tirare forte il servizio, continueremo a chiedergli: “Ma chi c***o sei, Karlovic?!” ☄️ #tennis pic.twitter.com/nkd5vNJ2qz
— Matteo Mosciatti (@matmosciatti11) February 21, 2024
4. FERNANDO GONZÁLEZ (1–2)
One of Djokovic’s first big Grand Slam wins came against Fernando González 🇨🇱 at Roland Garros in 2006. Still, the Chilean claimed two Masters-level victories, cementing a 2–1 record in his favor.
🤩 UN PODIO PARA LA HISTORIA 🤩
🔙 Hace 16 años, Fernando González 🇨🇱 se quedaba con la medalla de plata en los Juegos Olímpicos de Beijing 2008.
👏🏼 Con eso completó su colección de medallas y lo hacía compartiendo el podio con Rafael Nadal 🇪🇸 y Novak Djokovic 🇷🇸. pic.twitter.com/3GGaUn2r7l
— VTC Tenis (@VtcTenis) August 17, 2024
5. NICK KYRGIOS (1–2)
From hostility to friendship, the Novak Djokovic–Nick Kyrgios 🇦🇺 relationship has gone through it all. Kyrgios won both of their meetings in 2017, before Djokovic struck back five years later in their biggest clash yet—the 2022 Wimbledon final. Kyrgios still leads 2–1.
#djokovic #kyrgios ❤️ pic.twitter.com/cIZ7LfjOme
— 🇵🇸 w’24GS (@__wa8) December 30, 2024
6. JIRI VESELY (0–2)
Another tall opponent who has troubled Djokovic is 198 cm Czech lefty Jiri Vesely 🇨🇿. He currently leads their head-to-head 2–0, dropping just one set across those matches—one win on clay and the other on hard courts in Dubai.
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7. MARAT SAFIN (0–2)
Another former world No. 1 with a winning record over Djokovic is Marat Safin 🇷🇺. Their first meeting, a 6–0, 6–2, 6–1 demolition at the 2005 Australian Open, was also Djokovic’s Grand Slam debut. Safin struck again three years later at Wimbledon, winning in straight sets.
MARAT SAFIN REMEMBER WHO TF YOU ARE https://t.co/LI9tU5Pwl6 pic.twitter.com/FfuG4tLzQ5
— chiaristella (@exceedergrrl) August 22, 2025
8. ALEJANDRO TABILO (1–2)
Chile’s Alejandro Tabilo 🇨🇱 stunned Djokovic twice in back-to-back seasons—first at the 2024 Rome Masters, then at the 2025 Monte Carlo Masters. Djokovic failed to win a set in either encounter. Novak has finally claimed his first win over Tabilo in Athens in 2025, setting the head-to-head at 2–1 for the Chilean.
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9. FILIPPO VOLANDRI (0–1)
In his ATP Tour debut at Umag 2004, Djokovic fell to Italian Filippo Volandri 🇮🇹 in the first round—their only career meeting. That left Volandri with a perfect 1–0 record over the man who would later become the GOAT.
Filippo Volandri condottiero in Coppa Davis: “Ho minacciato Arnaldi quella palla corta… Sinner li ha impallinati” – #Filippo #Volandri #condottiero #Coppa https://t.co/WX4ASMUWNe pic.twitter.com/B2QyCdvI2h
— Zazoom Social News 🌐 (@zazoomblog) November 23, 2023
10. DENNIS VAN SCHEPPINGEN (0–1)
Later that same year, Djokovic lost to little-known Dutchman Denis van Scheppingen 🇳🇱 in Bangkok. It was their only encounter, and van Scheppingen’s career-high ranking was No. 72 in 2004.
11. TARO DANIEL (0–1)
During his injury-plagued slump in 2018, Djokovic suffered several surprising early exits. One of them came against Japan’s Taro Daniel 🇯🇵 at Indian Wells, giving the Japanese player a memorable 1–0 record that still stands.
昨日から有明で練習しています。今日はコロシアム(センターコート)での初打ちでジョコビッチさんと練習しました!やっぱりボールの質が高いなと再実感。Thanks for the great hit! @DjokerNole pic.twitter.com/z1CloxvcMN
— ダニエル太郎/Taro Daniel (@tarodaniel93) September 27, 2019
12. ANTONY DUPUIS (0–1)
Frenchman Antony Dupuis 🇫🇷 reached a career-high ranking of No. 57 in 2001. Four years later, he beat Djokovic 6–4, 7–5 in Valencia—a victory that remains one of the highlights of his career.
13. LUCA NARDI (0–1)
Italian youngster Luca Nardi 🇮🇹 is part of the new generation to score a rare win over Djokovic. He beat the 24-time Grand Slam champion 6–4, 3–6, 6–3 at Indian Wells in 2024.
Luca #Nardi ha battuto #Djokovic!
Luca #Nardi ha battuto #Djokovic!
Luca #Nardi ha battuto #Djokovic!
Luca #Nardi ha battuto #Djokovic!
Ripeto:
Luca #Nardi ha battuto #Djokovic!#IndianWells @BNPPARIBASOPEN pic.twitter.com/koEglEXPSD— Enzo Cherici 🎸🎾🍰 (@EnzoCherici) March 12, 2024
14. REILLY OPELKA (0–1)
Towering at 211 cm, Reilly Opelka 🇺🇸 is another big server with a perfect record against Djokovic. In early 2025, he ousted the Serbian in the Brisbane quarterfinals, winning 7–6, 6–3.
Novak Djokovic being so classy after his defeat against Reilly Opelka 🎩 pic.twitter.com/saCIbUdBVW
— We Are Tennis (@WeAreTennis) January 3, 2025
15. VALENTIN VACHEROT (0-1)
In the semifinals of the 2025 Shanghai Masters 🇨🇳, Novak was stopped by the world’s No. 204 player at the time, Valentin Vacherot 🇮🇩. It’s true that Djokovic struggled with a leg injury, but his opponent was in exceptional form. For the player from Monaco, this result secured a place inside the ATP Top 40.
PLUS RIEN N’ARRÊTE VALENTIN !
Le Monégasque, issu des qualifications et 204ᵉ mondial, sort en deux petits sets la légende Novak Djokovic !
Un qualificatif pour résumer la semaine de Valentin Vacherot à Shanghai ? pic.twitter.com/EuL8K5MEoS
— We Are Tennis France (@WeAreTennisFR) 11 de octubre de 2025
Conclusion
One thing is certain: Safin, Volandri, González, Roddick, van Scheppingen, Karlović, and Dupuis will forever remain on the short list of players with a winning record over Djokovic. For the others—there’s still time for a rematch!

