Novak Djokovic has spent two decades avoiding early exits at tennis majors. That changed on a single Sunday night. A younger, lesser-known opponent handed him a defeat almost nobody in tennis saw coming.
Losing early in most jobs means an empty paycheck. Tennis works differently. Even a first-round exit at the sport’s biggest stage comes with a payday that would count as a career year for most people.
Beyond this one tournament, Djokovic sits on a financial empire built over years of smart deals and steady branding. One rough night in New York barely affects his overall fortune, lifestyle, or long-term earning power.
A stunning upset at Arthur Ashe
Novak Djokovic entered the 2026 US Open as the No. 4 seed and a 4-time champion at Flushing Meadows. Argentina’s Mariano Navone then delivered one of the tournament’s biggest early surprises.
The match lasted 4 hours and 36 minutes at Arthur Ashe Stadium. Navone won 7-6(5), 5-7, 4-6, 6-2, 6-1 after Djokovic led by 2 sets to 1 and was unable to maintain his advantage in the fourth set.
Djokovic finished with 70 unforced errors as his physical condition deteriorated. Navone pulled away over the final 2 sets to earn the biggest victory of his career to date.
Breaking a two-decade Grand Slam streak
This defeat ended one of the longest streaks in tennis history. Djokovic had won 78 straight first-round matches at Grand Slam events, the longest run of its kind in the Open era for either gender.
He had never lost before the third round at the US Open. His last first-round Grand Slam loss came at the 2006 Australian Open, against qualifier Paul Goldstein, two decades into his career.

The physical toll behind the loss
The loss was not just early; it was physically brutal. Djokovic vomited during the match, appeared to cramp, and dealt with back and shoulder pain as his condition deteriorated.
During a medical timeout between the fourth and fifth sets, a doctor brought Djokovic pills and massaged his lower back. Djokovic said he had experienced vomiting and related physical problems repeatedly during the year.
After the match, Djokovic spoke candidly with reporters. He said he did not enjoy himself on the court that night. Still, he posted a grateful message on Instagram, thanking New York for the memories again.
Still cashing a six-figure check
Despite the shocking exit, Djokovic still leaves New York with a hefty paycheck. First-round losers at the 2026 US Open earn $140,000, a record payout for the opening round.
That figure represents a 27% increase from the $110,000 awarded to first-round losers in 2025. The increase is part of the tournament’s broader rise in player compensation.
For Djokovic, $140,000 is a relatively small amount compared with his career earnings. Still, the payout illustrates how much money is available even to players who exit the US Open in the opening round.
How prize money has changed
The 2026 US Open is offering a record $108 million in total player compensation, up 20% from the $90 million package in 2025. The USTA calls it the largest player-compensation package in professional tennis history.
The men’s and women’s singles champions will receive $5.5 million each, while the runners-up will earn $2.8 million each. The USTA says the champion’s payout is the highest ever for a tennis event.
Early-round prize money has grown faster than top prizes in recent years. Organizers say this protects players ranked outside the top 50, who rely on smaller checks to remain financially competitive on tour.
The fortune living off the court
Prize money is only part of Djokovic’s earnings. He has generated substantial income through endorsements, appearances, and business activities during his career.
Reliable estimates for 2026 put Djokovic’s career ATP Tour prize money at about $195 million, the highest total in tennis. Forbes also estimated his 2026 earnings at $30.2 million, including $25 million from off-court sources.
Djokovic became the first tennis player to surpass $100 million in career prize money in 2016. He remains the career prize-money leader on the ATP Tour.
Djokovic’s major endorsement portfolio
and Hublot. His commercial portfolio spans apparel, footwear, tennis equipment, and luxury watches.
Forbes estimated Djokovic earned $25 million off the court during the 12 months covered by its 2026 tennis earnings ranking. That placed him among the world’s highest-paid tennis players.
Waterdrop and Qatar Airways are also part of Djokovic’s commercial portfolio. In January 2026, Hublot unveiled a Djokovic watch collection featuring cases made with a composite incorporating Lacoste polo shirts and Head tennis racquets associated with the player.
Business ventures beyond the tennis court
Beyond endorsements, Djokovic has built a diverse business portfolio over the years. He holds an equity stake and an ambassador role with JOE & THE JUICE, a health-focused beverage chain found across major world cities.
He also owns a stake in QuantBioRes, a Denmark-based biotech firm. These investments reflect Djokovic’s long-standing interest in health, wellness, and nutrition, topics he has spoken about publicly for years throughout his career.
Such ventures help explain why Djokovic’s fortune keeps climbing even as his tournament results occasionally dip. Athletes who diversify early tend to maintain financial stability long after their playing days eventually come to a close.
Fun fact: On January 19, 2026, Hublot officially unveiled the Big Bang Tourbillon Novak Djokovic GOAT Edition, featuring high-tech cases forged from the tennis legend’s actual match-worn Lacoste polo shirts and Head racquets, as detailed in the official Hublot Press Release.
What does this defeat mean going forward
At 39, Djokovic’s first-round exit has renewed questions about how long he will continue competing at the highest level. His next opportunity to win a record 25th Grand Slam singles title will come at a Grand Slam tournament in 2027 if he continues his career.
Djokovic entered the US Open as the No. 4 seed and ranked No. 5 in the ATP rankings. After his first-round loss, the live rankings placed him at No. 11, outside the top 10 for the first time since 2018.
Financially, Djokovic remains one of tennis’ biggest earners. Forbes estimated his 2026 earnings at $30.2 million, including $25 million off the court.
TL;DR
- Djokovic lost in the US Open first round for the first time in 20 years, falling to Mariano Navone in five sets.
- The loss snapped a 78-match first-round Grand Slam winning streak and dropped him out of the ATP top ten.
- Djokovic was visibly ill during the match, vomiting courtside and needing medical treatment for his back and foot.
- Even with the early exit, he earned $140,000, a 27 percent increase from last year’s first-round payout.
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This article was made with AI assistance and human editing.
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