Novak Djokovic: The Legend’s Enduring Legacy and Canadian Connection
TORONTO, January 27, 2026 – Novak Djokovic, one of the most decorated athletes in tennis history, continues to define an era even as he navigates the latter stages of a monumental career. The 38-year-old Serbian, holder of a record 24 Grand Slam singles titles, has a storied history with Canada’s premier tennis event, though his appearances have become less frequent in recent seasons.
A Four-Time Canadian Champion
Djokovic’s relationship with the tournament now known as the National Bank Open Presented by Rogers is one of great success. He has lifted the trophy four times, with victories in Montreal (2007, 2011) and Toronto (2012, 2016). His last triumph on Canadian soil came nearly a decade ago, but his status as a former world No. 1 and multi-surface master ensures his legacy at the event remains untouchable. His potential matchups, particularly a storied rivalry with Spain’s Rafael Nadal, have provided some of the tournament’s most memorable moments.
Recent Seasons: Prioritising Recovery
The past two years have seen Djokovic make difficult decisions regarding his schedule. In July 2025, he and then-world No. 1 Jannik Sinner withdrew from the National Bank Open in Toronto. Tournament officials confirmed both champions were prioritising recovery following the gruelling Wimbledon fortnight, where Sinner claimed the title after defeating Djokovic in the semi-finals.
This followed a similar pattern from 2024, when Djokovic withdrew from the Montreal edition to focus on his ultimately successful quest for an Olympic gold medal at the Paris Games. His absence, while disappointing for local fans, underscores the careful physical management required for a champion of his age and mileage.
Historic 2024: Olympic Glory and Wimbledon Heartbreak
The 2024 season was a defining chapter in Djokovic’s career. He achieved a lifelong dream by winning the Olympic gold medal in Paris, defeating his young rival Carlos Alcaraz of Spain in straight sets in the final. This victory completed the Career Golden Slam, making him only the third man in history to win all four majors and an Olympic singles gold.
That triumph was bittersweet, coming just weeks after a straight-sets defeat to the same Alcaraz in the Wimbledon final. Djokovic admitted after the match that his “level of tennis wasn’t up to par,” crediting the Spaniard’s dominant performance. The 2024 season also saw him undergo surgery on his right knee after the French Open, a testament to his resilience in returning to compete at the highest level.
Key Facts & Career Rivalries
| Statistic | Detail |
|---|---|
| Age (as of Jan 2026) | 38 |
| Grand Slam Titles | 24 (Record) |
| National Bank Open Titles | 4 (2007, 2011, 2012, 2016) |
| Career Golden Slam | Completed in 2024 (Paris Olympics) |
| vs. Rafael Nadal (H2H) | Led 31–29 in final tally (60 matches) |
| vs. Roger Federer (H2H) | Led 27–23 (50 matches) |
| vs. Carlos Alcaraz (H2H as of 2024) | Trailed 3–4 |
Frequently Asked Questions
How many times has Novak Djokovic won the Canadian Open?
Novak Djokovic has won the tournament, historically called the Rogers Cup and now the National Bank Open Presented by Rogers, on four occasions. He triumphed in Montreal in 2007 and 2011, and in Toronto in 2012 and 2016.
Did Djokovic play in the 2025 National Bank Open?
No. Djokovic withdrew from the 2025 tournament in Toronto, alongside Italian star Jannik Sinner. Both players cited the need for recovery after a demanding Wimbledon championship.
What is Novak Djokovic’s greatest career achievement?
While his record 24 Grand Slam titles stand out, completing the “Career Golden Slam” by winning the Olympic gold medal in 2024 is considered a crowning achievement. It cemented his status as one of the most complete champions the sport has ever seen.
What is his record against his biggest rivals?
Djokovic finished with a winning record against his two greatest contemporaries. He led the historic rivalry with Rafael Nadal 31 wins to 29, and led against Roger Federer 27 wins to 23. Against the new generation, his rivalry with Carlos Alcaraz was narrowly in the Spaniard’s favour as of 2024.