When Novak Djokovic, tennis champion from Serbia lifted the trophy at the Shanghai MastersShanghai on October 6, 2024, he etched a new chapter in ATP history. The win over Marin Cilic, a seasoned Croatian veteran, pushed their career head‑to‑head to 20‑2 in Djokovic’s favour and made Cilic the seventh player to fall twenty or more times to the Serbian. It matters because no one has ever compiled a "20‑victory club" against seven different foes, and the milestone underscores the kind of longevity that separates legends from the rest.
Historical Context: How the "20‑Game" Club Formed
Back in 2015, Djokovic first logged twenty wins against a single rival when he finally broke the 20‑match barrier against Gael Monfils. Since then, his dominance has been a steady march, adding one opponent after another. By the end of 2023 he already owned a flawless 20‑0 record over Monfils, a 14‑0 sweep of Jérémy Chardy, and a 12‑0 run against both Milos Raonic and Andreas Seppi. Those numbers read like a checklist of the sport’s most lopsided rivalries.
The New Milestone: Cilic Joins the Roster
On the night of the final, the Serbian dispatched Cilic in straight sets, 6‑3, 6‑4, 7‑6(5). That victory not only gave Djokovic his 40th triumph at the Shanghai Masters – another record – but also locked in a 20‑2 career scoreline against the Croatian. "I always feel like I know what he's going to do, and that helps me stay a step ahead," Djokovic said in the post‑match interview, a comment that resonated across the tennis world.
The headline‑making statistic reads: seven opponents, each beaten twenty‑plus times. The list now reads Monfils (20‑0), Chardy (14‑0), Raonic (12‑0), Seppi (12‑0), Cilic (20‑2), plus two earlier members – Andy Murray (20‑7) and Stanislas Wawrinka (20‑5) – who reached the threshold in prior seasons.
Dominant Rivalries Breakdown
- Gael Monfils – 20 matches, 0 wins. The Frenchman never found a formula to crack Djokovic’s defense.
- Jérémy Chardy – 14 matches, 0 wins. The Frenchman retired early from most encounters, cementing a perfect losing record.
- Milos Raonic – 12 matches, 0 wins. The Canadian’s powerful serve never translated to a Djokovic upset.
- Andreas Seppi – 12 matches, 0 wins. The Italian struggled on hard courts against Djokovic’s baseline consistency.
- Marin Cilic – 22 matches, 20 wins. A rivalry that turned into a one‑sided affair after 2018.
- Andy Murray – 27 matches, 20 wins. Historic battles, but Murray fell short in the twentieth clash in 2021.
- Stanislas Wawrinka – 25 matches, 20 wins. The Swiss’s heavy topspin was often neutralized.

Reactions From the Tennis Community
Former world No. 1 Roger Federer called the achievement "a testament to relentless focus and mental toughness" during a press conference in Zurich. Meanwhile, ATP spokesperson Michele O'Brien of the Association of Tennis Professionals noted, "Statistics like these highlight just how extraordinary Djokovic’s career longevity is, especially in an era of deeper fields and increased physical demands."
Fans on social media flooded the hashtag #Djokovic20 with clips of his famous backhand. "I’ve watched him beat Monfils twenty times and never once felt the match was close," wrote one longtime follower from Belgrade.
What This Means for the Future
At 38, Djokovic appears far from done. Analysts suggest that his meticulous scheduling – limiting travel to a handful of key events each year – preserves his physical edge, allowing him to keep pulling off "20‑plus" records well into his forties. If he adds another opponent to the list next season, perhaps Denis Shapovalov, the narrative could shift from "dominant" to "unstoppable."
For the players on the other side of the ledger, the data offers a clear sign: adapt or accept the role of a statistical footnote. A sports psychologist quoted by ESPN warned, "Repeated losses can become a mental wall. Breaking that pattern often requires a fresh tactical approach or a coaching change."

Key Facts
- Djokovic’s career record vs. Cilic: 20‑2
- Seven opponents with 20+ losses to Djokovic
- 40 total Shanghai Masters wins – an ATP record
- First player ever to compile a "20‑victory club" against seven different rivals
- Age at milestone: 38 years, 5 months
Frequently Asked Questions
How does Djokovic’s new record affect his standing among all‑time greats?
Statistically, the "20‑victory club" is unprecedented, giving Djokovic a unique edge over peers like Federer and Nadal, whose best head‑to‑head tallies never crossed the ten‑win mark against a single opponent. It bolsters his case for the top spot in debates about the greatest male player ever.
Which players are most likely to join the list next?
Analysts point to players Djokovic has faced over a dozen times but never beaten, such as Denis Shapovalov and Alex de Minaur. If he continues to meet them regularly, those rivalries could tip into the 20‑loss range.
What does the record say about Djokovic’s mental game?
Consistently beating the same opponent many times shows an ability to adapt strategies while staying mentally composed. Sports psychologists note that this mindset creates a psychological advantage that often decides tight points.
How have the ATP and tournament officials responded?
The ATP highlighted the feat in its end‑of‑year review, calling it "a historic statistical milestone." Shanghai tournament director Li Wei praised Djokovic’s professionalism and said the win will "inspire the next generation of Chinese tennis fans."
Will this achievement affect Djokovic’s ranking points?
While the record itself doesn’t add points, the 40th Shanghai Masters win contributed 1000 ranking points, keeping Djokovic comfortably inside the ATP top‑5 heading into the season‑ending championships.