Top 10 richest Olympians of 2021, from Roger Federer to Usain Bolt and Caitlyn Jenner – who wins the gold medal for the most endorsement deals?

Roger Federer, Serena Williams and Michael Phelps are three of the most famous – and richest – Olympians. Photos: On Running; @serenawilliams, @m_phelps00/Instagram
As well as all the national pride and inspiring influence that comes with competing in the Olympic Games, it’s also true that sporting success can bring in a pretty penny – especially for athletes that take a medal and place on the podium, delivering extra value and visibility to their all-important sponsors.

You might expect that the most well-paid athletes generally come from the almighty Team USA, but scrolling down our list of 10 of the richest living Olympians – according to the number crunchers at Celebrity Net Worth – the nationality of our No 1 is much less obvious …

Which Hong Kong TV and Canto-pop stars used to be national athletes?

10. Shaun White – US$60 million

Shaun White of the US competes during qualification in the men’s halfpipe snowboarding competition at the Torino 2006 Winter Olympic Games in Bardonecchia, Italy. Photo: Reuters

The American snowboarder, 34, won three Olympic gold medals and became a millionaire before he was 20. Besides an annual income of US$10 million from deals with companies including (deep breath) Burton Snowboards, Birdhouse Skateboards, Park City Mountain Resort, Adio, Red Bull, Target, Oakley, Hewlett-Packard, T-Mobile, Verizon, GoPro, Beats By Dre, Sony, Mountain Dew and Ubisoft, the “Flying Tomato” – so-called for his distinctive hair – also draws income from real estate investments in California and New York, according to Money.

Olympic snowboarder Shaun White and his skateboard. Photo: @shaunwhite/Instagram

Other sources of income include acting (including playing himself in the 2011 movie Friends with Benefits), the Shaun White Skateboarding video game, music and fashion.

Rolexes to rare wine: Cristiano Ronaldo’s fabulous life

9. Michael Phelps – US$80 million

Michael Phelps swims in the heats of the men’s 200-metre butterfly at the Rio Olympics in 2016. Photo: Reuters

The 36-year-old American swimmer holds the record for the most Olympics medals won by any athlete: 28, including a record 23 golds, according to the Olympics’ official website.

The most successful Olympian in history, US swimmer Michael Phelps. Photo: @omega/Instagram

His direct sporting earnings are only around US$1.9 million, Essentially Sports has estimated. But his brand image is where he earns the most – around US$9.8 million each year, the website added. That includes major sponsorship deals with Colgate, Kellogg’s, Louis Vuitton, Omega, Speedo, Under Armour and Visa. Beyond that are book and film deals, speaking engagements and being an influencer on social media.

From Conor to Cristiano, meet 2021’s top paid athletes in the world

8. Usain Bolt – US$90 million

Jamaica’s Usain Bolt crosses the finish line to win the men’s 100-metre final at the 2008 Beijing Olympic Games. Photo: AFP

The Jamaican eight-time Olympic gold medallist is the fastest man in history, currently holding the world sprint record for both 100 metres (9.58 seconds) and 200 metres (19.19 seconds).

Eight-time Olympic gold medallist, Jamaica’s Usain Bolt. Photo: @usainbolt/Instagram

Now 34 and retired from athletics, the “Lightning Bolt” continues to earn from lucrative endorsements, which give him the majority of his income of about US$20 million per year. Brands include Puma (a US$10 million contract alone), Gatorade, Visa, Virgin Media and Hublot, according to Players Bio. He also opened, and earns from, an F&B franchise Track & Record in Jamaica and the UK.

Why Cristiano Ronaldo can’t sell his Trump Tower apartment

7. Georgina Bloomberg – US$100 million

Georgina Bloomberg, daughter of New York billionaire Michael Bloomberg. Photo: @georginabloomberg/Instagram

The daughter of New York billionaire and former mayor Michael Bloomberg, Georgina, 38, is a professional show jumper, having represented Team USA at the 2016 Olympics. Starting to ride at four years old, her love of the sport and of animals not only gains her income in the shape of prize money but also makes her a famous philanthropist.

Georgina Bloomberg. Photo: @georginabloomberg/Instagram

She founded the Rider’s Closet, a programme that collects used riding clothes and donates them to intercollegiate riding programmes and other riders in need. She is on the board of many human and animal organisations, including being vice-president at Animal Aid USA. She has also co-authored several novels about the equestrian circuit.

How do Donald Trump and Michael Bloomberg’s real estate holdings compare?

6. Caitlyn Jenner – US$100 million

Caitlyn Jenner celebrates on the podium after winning gold in the men’s decathlon, with West German silver medallist Guido Kratschmer (left) and USSR’s bronze medallist Nikolay Avilov, at the 1976 Montreal Olympics. Photo: AFP Photo
Caitlyn Jenner won the gold medal in the 1976 Olympic men’s decathlon. In 2015, the now-71-year-old American motivational speaker, reality star and recent political candidate came out as a transgender woman.
Caitlyn Jenner, former Olympic decathlon champion. Photo: @caitlynjenner/Instagram

Her Olympic career brought endorsements from the likes of IBM and Coca-Cola. She then had a leaner time before making a comeback, thanks to reality TV shows such as Keeping Up With the Kardashians, I’m a Celebrity … Get Me Out of Here and her own show I Am Cait. Her other sources of income include her memoir, The Secrets of My Life, her public speaking events and newer endorsements from brands such as MAC Cosmetics, according to Yahoo News.

6 most awkward moments on The Ellen DeGeneres Show

5. Serena Williams – US$225 million

Serena Williams of the US serves against Japan’s Naomi Osaka during their women’s singles semi-final match at the Australian Open in Melbourne in February 2021. Photo: AFP

The American former world No 1 women’s singles tennis player is also a three-time Olympic gold medallist. Her career prize money totals nearly US$94 million from the WTA Tour – twice as much as any other female athlete has made, according to Essentially Sports. On average, Williams has earned more than US$8 million annually throughout her tennis career and made around US$20 million more per year from sponsors including Nike, Wilson, Aston Martin, Pepsi, IBM, Intel and others.

Three-time Olympic tennis champion Serena Williams. Photo: @serenawilliams/Instagram

She also owns Serena Ventures that invests in start-ups and businesses all around the world, and her own clothing lines, Aneres (her first name spelt backwards) and S by Serena. She has appeared in television shows and done voice acting, including in The Simpsons (2001) and in Nickelodeon’s Avatar: The Last Airbender (2007).

17 celebrities supporting Naomi Osaka’s withdrawal from the French Open

4. Roger Federer – US$450 million

Roger Federer of Switzerland in a men’s singles fourth round match against Lorenzo Sonego of Italy at Wimbledon in London, in July 2021. Photo: Xinhua

The Swiss tennis legend will again fail to add a first Olympic gold to his glittering collection of trophies this year due to a knee injury. But the 39-year-old continues to be a champion in endorsements, with 13 brands including Rolex, Mercedes-Benz, Barilla, Moët & Chandon and Uniqlo on his side of the net.

Switzerland’s Roger Federer holds the trophy aloft after winning his tenth title at the Swiss Indoors tennis tournament in Basel, Switzerland, in October 2019. Photo: Keystone via AP
The 20-time Grand Slam champ is one of only two active athletes to have made US$100 million in a single year from sponsorships alone – the other being golfer Tiger Woods – according to Forbes.

3. Floyd Mayweather Jr. – US$1.2 billion

Floyd Mayweather Jr. punches Conor McGregor in their super welterweight boxing match at T-Mobile Arena on August 26, 2017, in Las Vegas, Nevada. Photo: Zuffa LLC via Getty Images
The American boxer, a 1996 Olympic bronze medallist, recently claimed that he is a billionaire, with a net worth of US$1.2 billion instead of the US$450 million cited in popular media, as reported by TalkSport. Now 44, he also revealed to the site that a large part of his earnings came from only two blockbuster fights: with UFC’s Conor McGregor (US$350 million) and with Manny Pacquiao (US$300 million).
US boxer Floyd Mayweather. Photo: @floydmayweather/Instagram
The “50-0” (50 undefeated fights) boxer derives most of his revenue from professional fights, at millions of dollars a bout. That has made him enough money to splash out on a US$18 million Billionaire Watch from Jacob & Co, US$60 million Gulfstream G650 private jet, US$25 million Beverly Hills mansion, US$10 million Las Vegas mansion, plus an enviable collection of cars, according to Celebrity Net Worth.

2. Anna Kasprzak – US$1.4 billion

Danish Olympian Anna Kasprzak. Photo: Instagram

Anna Kasprzak is a Danish dressage rider who rode at the 2012 and 2016 Olympics. With a passion for horses, she runs a private dressage barn in Haderslev, Denmark.

She rides as a profession and for pleasure, but her huge net worth comes from Ecco, a Danish shoe manufacturer, of which she is one of the heirs, together with her mother and brother. Generating nearly US$1.5 billion in annual revenue, Ecco sells its products in 90 countries, as per Forbes. With a fortune of US$1.1 billion in 2019, at 29, she was one of only eight billionaires under 30 and among the world’s richest millennials, also according to Forbes.

How Conor McGregor made US$180 million in a single year

1. Ion Tiriac – US$1.7 billion

Romanian tennis player Ion Țiriac. Photo: Getty Images

Surprisingly, the richest of all Olympians is a Romanian tennis player, Ion Tiriac, from Brasov. The so-called “Brasov Bulldozer”, now 82, was on the 1964 Olympic ice hockey team before making his name in tennis as a player, and then a coach for stars like Ilie Nastase, Guillermo Vilas, Mary Joe Fernández, Goran Ivanisevic and Marat Safin.

Tennis made Tiriac a millionaire, but it was business that made him a billionaire. It began after the fall of communism in Romania in 1990 when he founded Banca Tiriac, the first private bank in the country, and later got involved in other investments, including insurance, auto leasing and dealerships, real estate and local airlines.

In 2007, Tiriac was listed in Forbes’ top 1,000 with a net worth of US$1.1 billion, becoming the first Romanian to appear there. According to Romania Insider, his fortune peaked at US$2 billion in 2014, making him the richest athlete in the world, taking the crown from Michael Jordan at that time. He owns a car and motorcycle collection of more than 400 models, including cars previously owned by Al Capone, Sammy Davis Jr. and Elton John, according to Forbes.

Want more stories like this? Sign up here. Follow STYLE on Facebook, Instagram, YouTube and Twitter.
  • Tennis fills three of the top 10 slots: serial champions Federer, who has endorsements with Rolex and Mercedes-Benz, and Serena Williams, plus a surprise No 1
  • Boxer Floyd Mayweather Jr. and swimmer Michael Phelps make the list, but so do two horse riders (thanks to their billionaire families) and a snowboarder