20 Career Moments That Prove Serena Williams’ Greatness

Serena Williams is one of the most influential athletes in the history of sports, not just tennis. Her career is marked by unforgettable moments that showcase her unmatched power, perseverance, and passion. From her earliest victories to her final matches, she has constantly redefined greatness on and off the court.

Tricia Quitales
June 15, 2025
7 min read

20 Career Moments That Prove Serena Williams’ Greatness — © Cara Owsley/The Enquirer / USA TODAY NETWORK via Imagn Images

Serena Williams’ career spans decades of dominance, resilience, and groundbreaking achievements. This article explores 20 significant career moments that reflect her greatness through titles, comebacks, rivalries, and leadership. Each section breaks down one major milestone, celebrating Serena’s impact in both tennis and society. Readers will find inspiration in how she overcame adversity, made history, and stood for what she believed in. Her legacy is not just in trophies but in the powerful stories each win represents.

1. Winning Her First Grand Slam – 1999 US Open

At just 17 years old, Serena captured her first Grand Slam title at the 1999 US Open. She defeated world-class opponents, including Martina Hingis in the final. This victory made her the first African-American woman to win a Grand Slam in the Open Era. Her poise and power stunned the tennis world, signaling the arrival of a future icon. It was a moment that launched a legendary journey.

2. Serena and Venus Win Olympic Gold – 2000 Sydney Olympics

In Sydney, Serena teamed up with her sister Venus to win their first Olympic gold in doubles. Their on-court chemistry and unmatched athleticism were a sight to behold. The win marked the beginning of their dominance in doubles at major events. It also demonstrated Serena’s ability to shine in team competition. Together, they brought pride to their family and the United States.

3. Achieving the “Serena Slam” – 2002–2003

Serena won four Grand Slam titles in a row, starting with the 2002 French Open and ending with the 2003 Australian Open. She beat Venus in all four finals, showcasing her mental toughness and superior skill. This remarkable feat was dubbed the “Serena Slam.” Few players in tennis history have achieved such a dominant streak. It established her as the best in the world.

4. Comeback from Knee Injury

After undergoing knee surgery and facing personal losses, Serena returned to the court with fierce determination. Her comeback was marked by grit, even though she faced early exits in some tournaments. Despite challenges, she made it to the Wimbledon final, proving her resilience. Her courage during that time inspired fans worldwide. It showed that her strength extended beyond just her game.

5. Australian Open Win While Pregnant

Serena shocked the world by winning the Australian Open while eight weeks pregnant. She didn’t drop a single set throughout the tournament. Her physical and mental strength during that time was beyond extraordinary. It was one of the most powerful examples of her dedication and passion. The victory added to her legend and her story of motherhood.

6. Career Grand Slam in Singles and Doubles

Serena is one of the few players in history to win all four Grand Slam titles in both singles and doubles. Her versatility and success in multiple formats show her all-around greatness. Each win in doubles with Venus added another layer to her legacy. These titles reflected her intelligence and adaptability on the court. It’s a rare accomplishment in tennis history.

7. Beating Top 5 Players Consistently

Throughout her career, Serena consistently defeated the world’s best, often in dramatic fashion. Her ability to raise her game against top-ranked players set her apart from others. Fans loved how she played her best when it mattered most. She had a fearless style that intimidated even the toughest opponents. Her record against the top 5 players is one of the best ever.

8. Winning Wimbledon After Health Scares – 2012

After battling life-threatening blood clots in 2011, Serena made a triumphant return by winning Wimbledon in 2012. Her comeback was emotional and symbolic. It reminded the world that she was a true fighter. That title proved that even health battles couldn’t hold her back. She added both strength and vulnerability to her greatness.

9. Dominating the 2015 Season

In 2015, Serena nearly completed a calendar-year Grand Slam, winning the Australian Open, French Open, and Wimbledon. She was 33 years old, an age when most tennis players begin to decline. Her consistency and focus that season were unmatched. Fans were in awe of her performance and determination. It was one of the best seasons in tennis history.

10. Returning to the US Open Final – 2018

Serena made an emotional run to the US Open final in 2018, just a year after giving birth. Her journey back to the top was filled with challenges, both personal and professional. Although she lost the final, her presence was a victory in itself. She proved she was still a force to be reckoned with. It became a powerful symbol of her resilience.

11. Becoming World No. 1 Again – 2013

After injuries and setbacks, Serena climbed back to the top of the rankings in 2013. She became the oldest female player to hold the World No. 1 spot. Her return to dominance shocked critics who doubted her longevity. It was proof that age and hardship couldn’t slow her down. Her fighting spirit remained as sharp as ever.

12. Winning the 2010 Australian Open After Match Point Down

In the quarterfinal of the 2010 Australian Open, Serena saved a match point before going on to win the title. It showcased her unmatched mental toughness. Her ability to stay composed under pressure set her apart from her peers. That victory was a lesson in never giving up. Fans still remember the fight she showed during that tournament.

13. Mixed Doubles Success – 1998

As a teenager, Serena made headlines by winning two Grand Slam mixed doubles titles in 1998. She partnered with Max Mirnyi to win the Wimbledon and US Open titles. These early victories highlighted her natural talent. Even at a young age, she was ready for the big stage. It gave a glimpse of the greatness to come.

14. Undefeated in Fed Cup Singles Matches

Representing the United States, Serena never lost a singles match in Fed Cup competition. Her national pride and determination showed whenever she played for her country. Her commitment to team success was just as strong as her individual goals. She brought energy and leadership to every game. Her undefeated record is a point of pride.

15. Creating the Serena Williams Foundation

Off the court, Serena launched a foundation focused on education and community development. Her work has impacted thousands of young lives worldwide. The foundation builds schools and offers scholarships, showing her dedication to giving back. Serena has always used her platform for good. It’s another sign of her greatness beyond sports.

16. Standing Up for Gender Equality

Serena has been vocal about gender pay gaps and discrimination in tennis. Her words and actions have sparked global discussions. She has used her fame to advocate for equality in sports and beyond. Her leadership has inspired countless athletes. Serena’s voice has become just as powerful as her serve.

17. Winning Grand Slam Titles in Three Decades

Serena is the only player in the Open Era to win Grand Slam titles in the 1990s, 2000s, and 2010s. This rare achievement shows her incredible longevity. Few athletes maintain such a high level over so many years. Her ability to evolve with the game set her apart. Each decade, she continued to raise the bar.

18. Becoming a Fashion and Business Icon

Serena launched successful fashion lines and invested in tech companies. Her off-court achievements reflect her creativity and business skills. She built a brand that stands for strength, elegance, and empowerment. Many young athletes now look up to her as a role model. Her influence stretches far beyond tennis.

19. Retiring with Grace

Serena’s final match at the US Open was an emotional and powerful experience. She gave her all, pushing the match to three sets before saying goodbye. Fans worldwide paid tribute to her legacy. Her farewell speech was heartfelt and inspiring. She left the game with the same fire she entered it with.

20. Changing the Face of Tennis Forever

Serena brought new energy, power, and diversity to a sport that needed change. She inspired a new generation of athletes with her style and spirit. Her legacy includes breaking barriers for Black athletes and women. Serena redefined what a tennis champion looks like. Her impact on the game will never fade.