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Serena Williams Trivia Questions

How much do you really know about Serena Williams? Below are 73 true or false statements. Click each one to reveal the answer and explanation.

1.

Serena Williams has never won a Grand Slam singles title on clay.

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Easy
✗ FALSE

She won the French Open on clay three times (2002, 2013, 2015). Clay is her least successful surface, but she has definitely won on it.

2.

Serena Williams has won more prize money than any other female athlete in history.

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Easy
✓ TRUE

Her career prize money exceeds $94 million, the most for any female athlete. This includes endorsements and bonuses.

3.

Serena Williams has never publicly endorsed a political candidate for U.S. president.

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Easy
✗ FALSE

She endorsed Hillary Clinton in 2016 and Joe Biden in 2020, and has been vocal on issues like equal pay and racial justice.

4.

Serena Williams won her first Grand Slam title at the age of 17.

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Easy
✓ TRUE

She won the 1999 US Open at 17, defeating Martina Hingis in the final. It was her first of 23 major singles titles.

5.

Serena Williams has won a Grand Slam title on every surface: grass, clay, and hard court.

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Easy
✓ TRUE

She won Wimbledon (grass), the French Open (clay), and the Australian/US Opens (hard)—a rare career surface slam.

6.

Serena Williams has earned more prize money than any other female athlete in history.

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Easy
✓ TRUE

Her career prize money exceeds $94 million, the highest for any female athlete across all sports.

7.

Serena Williams has never won a Grand Slam tournament on clay courts.

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Easy
✗ FALSE

False: Serena has won three French Open titles (2002, 2013, 2015), all on clay. She is one of the few players to win majors on all three surfaces.

8.

Serena Williams has never won a tennis match after losing the first set.

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Easy
✗ FALSE

She has come back to win after losing the first set many times, including in Grand Slam finals.

9.

Serena Williams has more career aces than any male tennis player in history.

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Easy
✗ FALSE

While she leads the WTA with over 400 aces, male players like John Isner and Ivo Karlovic have thousands more.

10.

Serena Williams has won Olympic gold medals in both singles and doubles.

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Easy
✓ TRUE

She won singles gold in 2012 and doubles gold with Venus in 2000, 2008, and 2012.

11.

Serena Williams has won more Grand Slam titles than any other tennis player in history.

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Medium
✗ FALSE

Serena has 23 Grand Slam singles titles, but Margaret Court holds the all-time record with 24. Many assume Serena is number one, but Court still leads.

12.

Serena Williams didn't start playing tennis until she was nine years old.

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Medium
✗ FALSE

Serena began playing tennis at age three on public courts in Compton. Her father taught her and Venus, and she was already competing by age four.

13.

Serena Williams has won more Grand Slam singles titles than any male player in the Open Era.

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Medium
✗ FALSE

False: Serena has 23 Grand Slam singles titles, but Novak Djokovic holds the Open Era men's record with 24. She is second overall among all players.

14.

Serena Williams has won a Grand Slam title while pregnant.

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Medium
✓ TRUE

She won the 2017 Australian Open while eight weeks pregnant with her daughter Olympia. She didn't know she was pregnant until after the tournament.

15.

Serena Williams won her first Grand Slam title while she was still a teenager.

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Medium
✓ TRUE

True: She won the 1999 US Open at age 17, defeating Martina Hingis in the final. It was her first major singles title and launched her legendary career.

16.

Serena Williams once won a Grand Slam tournament while pregnant with her daughter.

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Medium
✓ TRUE

True: She won the 2017 Australian Open while eight weeks pregnant. She defeated her sister Venus in the final, then announced her pregnancy shortly after.

17.

Serena Williams has more Grand Slam singles titles than any male tennis player in history.

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Medium
✓ TRUE

She has 23 singles titles—one more than Rafael Nadal's 22 and tied with Steffi Graf's Open Era record.

18.

Serena Williams played her first professional tennis match at age 14.

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Medium
✓ TRUE

She turned pro in 1995 at age 14, playing her first WTA match at the Bank of the West Classic in Oakland, California.

19.

Serena Williams won a Grand Slam title while pregnant.

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Medium
✓ TRUE

She won the 2017 Australian Open while eight weeks pregnant, defeating her sister Venus in the final. She announced the pregnancy after the win.

20.

Serena Williams has never lost a first-round match at a Grand Slam tournament.

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Medium
✓ TRUE

In 81 Grand Slam appearances, she never lost in the first round—an unmatched record of consistency.

21.

Serena Williams has more Olympic gold medals than Michael Phelps.

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Medium
✗ FALSE

Phelps has 23 Olympic golds; Serena has 4 (singles and doubles). She is not close to his total.

22.

Serena Williams has won more Grand Slam singles titles than any other tennis player in history.

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Medium
✗ FALSE

Margaret Court holds the record with 24 Grand Slam singles titles; Serena has 23, making her second in the Open Era but not all-time.

23.

Serena Williams was ranked world No. 1 in singles for over 300 consecutive weeks.

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Medium
✗ FALSE

She had 319 total weeks at No. 1, but not consecutive. Her longest streak was 186 weeks (2013–2016). Steffi Graf holds the consecutive record at 186 weeks.

24.

Serena Williams has won more Grand Slam singles titles than any other player in the Open Era.

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Medium
✗ FALSE

Margaret Court holds the all-time record with 24 Grand Slam singles titles. Serena has 23, placing her second in the Open Era behind Court's total.

25.

Serena Williams has a career winning percentage over 85% on grass courts.

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Medium
✓ TRUE

Her winning percentage on grass is about 86%—higher than on hard or clay. She won Wimbledon seven times, including her final title at age 33.

26.

Serena Williams has never lost a Grand Slam final to a player ranked outside the top 10.

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Medium
✗ FALSE

She lost the 2018 Wimbledon final to Angelique Kerber, who was ranked 11th at the time.

27.

Serena Williams once returned to professional tennis after a life-threatening pulmonary embolism.

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Medium
✓ TRUE

In 2011, she was hospitalized for a pulmonary embolism and a hematoma, yet returned to win Wimbledon and Olympic gold in 2012.

28.

Serena Williams has beaten her sister Venus in every Grand Slam final they have ever played.

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Medium
✗ FALSE

Venus beat Serena in the 2001 US Open final and the 2008 Wimbledon final. Serena leads 9-3 in major finals overall.

29.

Serena Williams has been ranked world No. 1 in singles for over 300 weeks.

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Medium
✓ TRUE

She spent 319 weeks at No. 1, tied for fifth all-time. Only Graf, Navratilova, Evert, and Hingis rank higher.

30.

Serena Williams has beaten her sister Venus Williams in every Grand Slam final they played against each other.

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Medium
✗ FALSE

Venus actually beat Serena in the 2001 US Open final and the 2008 Wimbledon final, among others.

31.

Serena Williams never competed in the Olympics because it conflicted with the Grand Slam schedule.

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Medium
✗ FALSE

She won four Olympic gold medals: singles in 2012, and doubles with Venus in 2000, 2008, and 2012.

32.

Serena Williams won a Grand Slam singles title while pregnant with her first child.

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Medium
✓ TRUE

She won the 2017 Australian Open while eight weeks pregnant, defeating her sister Venus in the final. She announced her pregnancy after the tournament.

33.

Serena Williams retired from tennis in 2023 after winning her final match.

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Medium
✗ FALSE

She played her last match at the 2022 US Open, losing in the third round—she didn't win her final match.

34.

Serena Williams has never lost a Grand Slam match in the first round.

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Medium
✗ FALSE

She lost in the first round of Wimbledon in 2011 and the US Open in 2020.

35.

Serena Williams is a co-owner of the NFL team the Miami Dolphins.

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Medium
✗ FALSE

She is a minority owner of the Miami Dolphins, but the team is primarily owned by Stephen Ross.

36.

Serena Williams once had a life-threatening pulmonary embolism after giving birth.

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Medium
✓ TRUE

After her daughter's birth in 2017, she suffered a pulmonary embolism and several other complications, requiring emergency surgery.

37.

Serena Williams has never defeated her sister Venus in a Grand Slam final.

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Medium
✗ FALSE

Serena has beaten Venus in nine Grand Slam finals, including the 2002 French Open and 2017 Australian Open.

38.

Serena Williams has a perfect 4-0 record in Olympic singles matches.

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Medium
✗ FALSE

She won Olympic singles gold in 2012, but lost in the first round in 2016. Her Olympic record is 1 gold medal in singles.

39.

Serena Williams is the only player to have won a Grand Slam singles title in three different decades.

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Medium
✗ FALSE

Many players have done this, including Martina Navratilova, Chris Evert, and Roger Federer. Serena won in the 1990s, 2000s, 2010s, and even 2020s (2020 US Open).

40.

Serena Williams is the only player to have won a Grand Slam singles title after being pregnant.

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Medium
✓ TRUE

She won the 2017 Australian Open while pregnant with her daughter Olympia. She announced her pregnancy after the win.

41.

Serena Williams has won more Grand Slam titles than any other tennis player, male or female.

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Medium
✗ FALSE

Margaret Court holds the record with 24 Grand Slam singles titles; Serena has 23. Novak Djokovic leads the men with 24.

42.

Serena Williams won her last Grand Slam title while pregnant with her daughter.

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Medium
✓ TRUE

She won the 2017 Australian Open while eight weeks pregnant, defeating her sister Venus in the final. She didn't know she was pregnant until after the tournament.

43.

Serena Williams has never been the world No. 1 in doubles rankings.

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Medium
✗ FALSE

She was ranked world No. 1 in doubles for 27 weeks in 2010, alongside her sister Venus. They dominated doubles, winning 14 Grand Slam titles together.

44.

Serena Williams has played in more Grand Slam singles tournaments than any other woman in history.

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Hard
✓ TRUE

She holds the record for most Grand Slam singles main draw appearances by a woman, with over 80 entries, surpassing Martina Navratilova.

45.

Serena Williams won a Grand Slam title while pregnant with her first child.

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Hard
✓ TRUE

She won the 2017 Australian Open at 8 weeks pregnant—she didn't know until after the tournament.

46.

Serena Williams once won a match despite hitting only one ace.

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Hard
✗ FALSE

She is known for her powerful serve; in most wins she hits many aces—this scenario is extremely rare for her.

47.

Serena Williams won her first Grand Slam while pregnant with her daughter.

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Hard
✗ FALSE

She won the 2017 Australian Open while pregnant, but her first Grand Slam was the 1999 US Open—18 years earlier.

48.

Serena Williams has a career winning percentage against Venus Williams of over 60%.

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Hard
✓ TRUE

Serena leads their head-to-head 19-12, a 61.3% win rate—surprising given Venus's own legendary status.

49.

Serena Williams once won a Grand Slam match despite being down 5-0 in the final set.

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Hard
✗ FALSE

She staged many comebacks, but never from 5-0 down in a final set at a major. That would be a record.

50.

Serena Williams has never lost a Grand Slam match to a player ranked outside the top 100.

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Hard
✗ FALSE

She lost to Virginie Razzano (ranked 111th) in the first round of the 2012 French Open, one of the biggest upsets in tennis history.

51.

Serena Williams has never lost a first-round match at the US Open.

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Hard
✓ TRUE

In her entire career, Serena never lost in the first round of the US Open, a streak spanning 21 appearances from 1998 to 2022.

52.

Serena Williams once won a Grand Slam match despite hitting zero aces.

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Hard
✓ TRUE

In the 2018 French Open first round, she defeated Kristýna Plíšková without a single ace, relying on groundstrokes and return winners instead.

53.

Serena Williams has never lost a Grand Slam final to her sister Venus Williams.

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Hard
✗ FALSE

Venus beat Serena in the 2001 US Open final. Serena leads their head-to-head in Grand Slam finals 5-1, but Venus did win that one.

54.

Serena Williams has more Olympic gold medals than any other tennis player.

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Hard
✓ TRUE

She has four Olympic gold medals—three in women's doubles with Venus (2000, 2008, 2012) and one in singles (2012). That's the most for any tennis player.

55.

Serena Williams once won a Grand Slam match despite being down a set and a break.

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Hard
✓ TRUE

At the 2012 US Open, she saved match points against Victoria Azarenka in the final, coming back from a set and a break down to win 7-5 in the third.

56.

Serena Williams has never been ranked world number one in doubles.

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Hard
✗ FALSE

She was ranked world number one in doubles for eight weeks in 2010. Though known for singles, she and Venus dominated doubles, winning 14 Grand Slam titles together.

57.

Serena Williams has won a Grand Slam title on a surface other than hard court, clay, and grass.

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Hard
✗ FALSE

All Grand Slams are played on hard, clay, or grass. Carpet courts were used in the past but Serena never won a major on them.

58.

Serena Williams has been ranked world No. 1 for more total weeks than any other female player.

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Hard
✗ FALSE

Steffi Graf holds the record with 377 weeks; Serena Williams had 319 weeks at No. 1.

59.

Serena Williams has never lost a first-round match at any Grand Slam tournament.

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Hard
✗ FALSE

She lost in the first round of the 2012 French Open to Virginie Razzano, a major early upset.

60.

Serena Williams returned to competitive tennis after surviving a pulmonary embolism in 2011.

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Hard
✓ TRUE

She suffered a life-threatening pulmonary embolism in 2011 but came back to win the 2012 Wimbledon singles title.

61.

Serena Williams is the only tennis player to win a Grand Slam while ranked outside the top 100.

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Hard
✗ FALSE

She won the 2007 Australian Open as the world No. 81, but players like Kim Clijsters and others have done it too.

62.

Serena Williams was once ranked world No. 1 in doubles before she reached No. 1 in singles.

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Hard
✓ TRUE

She and Venus became the world No. 1 doubles team in 2002, before Serena first became singles No. 1 later that year.

63.

Serena Williams has never won a Grand Slam title while seeded outside the top 10.

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Hard
✗ FALSE

She won the 2007 Australian Open seeded 81st after a long injury layoff. This is one of the most famous comeback wins in tennis.

64.

Serena Williams has never lost a Grand Slam final after winning the first set.

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Hard
✗ FALSE

She has lost several finals after winning the first set, including the 2018 Wimbledon final against Angelique Kerber and the 2021 Australian Open final.

65.

Serena Williams has won more Olympic gold medals than any other tennis player.

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Hard
✓ TRUE

She has four Olympic gold medals (three in doubles with Venus, one in singles), tying with Venus for the most gold medals in tennis history.

66.

Serena Williams has never been ranked world No. 1 at the end of a calendar year.

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Hard
✗ FALSE

She finished the year as world No. 1 five times (2002, 2009, 2013, 2014, 2015). This is a plausible myth because her ranking varied so much.

67.

Serena Williams has a career winning percentage over 85% in Grand Slam matches.

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Hard
✓ TRUE

Her Grand Slam match win percentage is around 86.7%, one of the highest in tennis history, though many assume it's lower due to her late-career losses.

68.

Serena Williams has never lost a Grand Slam match after winning the first set.

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Hard
✗ FALSE

False: Serena has lost several Grand Slam matches after winning the first set, including the 2018 Wimbledon final to Angelique Kerber and the 2021 Australian Open semifinal to Naomi Osaka.

69.

Serena Williams has never been ranked world number 1 in doubles.

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Hard
✗ FALSE

False: Serena reached world number 1 in doubles in June 2010, alongside her sister Venus. She has also won 14 Grand Slam doubles titles, all with Venus.

70.

Serena Williams once won a Grand Slam match despite making 10 double faults.

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Hard
✓ TRUE

In the 2012 Wimbledon final against Agnieszka Radwańska, she hit 10 double faults but still won in straight sets thanks to her powerful groundstrokes.

71.

Serena Williams has never won a mixed doubles Grand Slam title.

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Hard
✗ FALSE

She won two mixed doubles Grand Slams: Wimbledon in 1998 with Max Mirnyi and the 1998 US Open with Patrick Galbraith.

72.

Serena Williams has more Olympic gold medals than any other tennis player in history.

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Hard
✗ FALSE

She has four Olympic golds (three in doubles, one in singles). However, Venus Williams has five total, including mixed doubles.

73.

Serena Williams has never lost a Grand Slam final to her sister Venus.

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Hard
✗ FALSE

Venus beat Serena in the 2001 US Open final. Serena leads their Grand Slam final head-to-head 7–2, but Venus has at least one win.

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