• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Before the ‘Battle of the Sexes,’ I Was Bested by Bobby Riggs

Shawn Tully
By
Shawn Tully
Shawn Tully
Senior Editor-at-Large
Down Arrow Button Icon
Shawn Tully
By
Shawn Tully
Shawn Tully
Senior Editor-at-Large
Down Arrow Button Icon
September 19, 2017, 4:49 PM ET
Tennis " Battle of the Sexes"
Billie Jean King with Bobby Riggs. Riggs admits he is a male chauvinist pig as he gets ready for the 'Battle of the Sexes," on Sept. 20, at the Houston Astrodome.(Photo By: Jim Garrett/NY Daily News via Getty Images)New York Daily News NY Daily News via Getty Images

One summer after my freshman year at Princeton, back in the mainly wood racket days, I taught tennis on the university courts for our coach, an elderly, dapper gent named John Conroy. Late one afternoon as the last students departed, a short, slim fellow in tennis whites, advancing in duck-footed gait—he could have been a local banker ready for country club mixed doubles—appeared in the company of a theater-owner friend of mine from from Trenton. “Rapid Robert!” declared Conroy. Shaking the hand of this chipmunk-faced bundle of energy was like clasping an electrode. It was my introduction to Bobby Riggs.

The theatre impresario, a middle-aged showman named Edgar, brought his buddy Bobby specifically to challenge this then-18-year old, at the time a pretty good college player. Bobby tagged along because he loved to gamble, and immediately, coach Conroy, Edgar, and Bobby began throwing down bets on two-out-of-three sets of Riggs vs. Tully. I started strong, winning the first set by rushing the net. As the odds had shifted in my favor, Bobby paused while switching sides to double his bet on himself.

I knew that Riggs was renowned as the greatest lobber in tennis history, and in the second set, when I attacked the net, he lofted ball after ball just over my outstretched racket. Each lob appeared to be looping beyond the baseline, then landed smack on the line as if propelled court-ward by a sudden gust of air. The 49-year old Riggs didn’t generate much power on his own, but he never missed. He returned my swiftest groundstrokes hard by using my power against me, and mixed those faster-paced shots with deep floaters that were tough to attack, and broke up my rhythm.

After sweeping the last two sets, Bobby scooped up his winnings, and I got to spend a late afternoon in the company of the instantly lovable rogue who’s the “villain” now being played by Steve Carell in the new movie, “Battle of the Sexes.”

I haven’t yet seen the film, but the reviews claim that the script and Carell’s portrayal “humanize” Bobby beyond the caricature of the outrageous male chauvinist vanquished by Billie Jean King in the Houston travesty known as “The Battle of the Sexes.” The Riggs of legend sure needs, and from what I witnessed, deserves humanizing. But I also hope the film corrects the perception that Riggs’ greatest exploits on the courts was his previous win over the legendary Margaret Court in the heavily-hyped “Mother’s Day Massacre.” When I met Bobby, he was already revered in tennis circles for his fantastic record as both an amateur and a pro. He won the men’s singles title at the U.S. Championships in 1939 and 1941, and triumphed at the final Wimbledon before World War II, bragging that he’d bet on himself to win the triple crown of singles, men’s and mixed doubles, and captured them all, practically bankrupting the London bookmakers.

After the war, he’d defeated the greatest champion of the day, Don Budge, widely regarded as invincible, on a national tour. He also won the U.S. professional title three times. His reign as world champion ended in 1948, when he lost a tour to another all-time great, Jack Kramer. In Ellsworth Vines’ “Tennis” from the 1970s, one of the best books ever written on the sport, the former champion rates Riggs as the sixth best player in tennis history, besting the likes of Ken Rosewell and Tony Trabert. Vines lauds Riggs as “a classic stylist who did everything right.”

As we toweled off at the Princeton courts, I told Bobby that I’d played as a kid with one of his old foes, Gil Hunt, by then a renowned mathematician at the university. “He beat me one year at the U.S. championships,” said Bobby. “He outsmarted me by hitting all my serves into the net on my service games, and then serving bullets when he served, so I never got warmed up. Then he’s go all out on one of my service games, and win the set.”

Edgar, Bobby, and I then walked into town for a refreshments, and it quickly became clear that Bobby lived to gamble. He wanted to wager on who could come closest to guessing the price of the suits in the window of a fancy clothing store, the Princeton landmark Langrock. Edgar was still aching from his losses betting on me, and I was a nearly-broke teenager, so we declined. At the restaurant, Bobby was joined by his then-wife, Priscilla Wheelan, the heiress whose family owned the prominent Wheelan drugstore chain in Greater New York. The latter-day chauvinist held hands with Priscilla while we all chatted; he apparently showed an egalitarian view of which sex should support the other, enjoying a sinecure job with his wife’s business and enjoying the good life on Priscilla’s estate on Long Island.

A year later, Bobby’s son John came for an interview at Princeton. We played tennis and I hosted him in my dorm. John wasn’t a tennis talent like Bobby, but he was a handsome fellow, a gentleman with perfect manners who idolized his father, and knew every detail of Bobby’s career. Another of his sons with Priscilla, James, would later die under tragic circumstances, dealing Bobby a devastating blow.

Despite that tragedy, Riggs persevered as a household name celebrity, enjoying mainstream fame matched by few if any tennis stars. He got there by doing more to promote tennis more than any other figure in the sport’s history through the Houston showdown with Billie Jean King. The women’s-lib-bashing Bobby Riggs was a showbiz act. The Bobby Riggs I met was irresistibly likable. Even if he won your Rolex on a bet, he’d probably swap it back to you for a beer. After Riggs was diagnosed with prostate cancer, he remarried Priscilla, who nursed him through his final illness.

For Riggs, whether it was winning Wimbledon, or thrashing a Princeton teenager on a bet, or challenging Billie Jean, life was a riotous game. Sure, he lost the match of his life to Billie Jean. But the big winner was the sport he loved.

Correction (Sept. 19, 2017): The original version of this article mistakenly said that “The Battle of the Sexes” match took place in Las Vegas. In fact, it was Houston.

About the Author
Shawn Tully
By Shawn TullySenior Editor-at-Large

Shawn Tully is a senior editor-at-large at Fortune, covering the biggest trends in business, aviation, politics, and leadership.

See full bioRight Arrow Button Icon

Latest in

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in

blake
AIGoogle
Google’s guru of Gmail says there are 3 different types of AI users, and the tech giant is putting ‘trust’ first for all of them
By Nick LichtenbergMarch 6, 2026
7 seconds ago
Anthropic CEO Dario Amodei.
AIAnthropic
Anthropic CEO apologizes for leaked memo calling OpenAI staff ‘gullible’ as company confirms supply chain risk designation
By Beatrice NolanMarch 6, 2026
7 minutes ago
Price of Ethereum for March 6, 2026
Personal FinanceEthereum
Current price of Ethereum for March 6, 2026
By Joseph HostetlerMarch 6, 2026
7 minutes ago
Price of Bitcoin for March 6, 2026
Personal FinanceCryptocurrency
Current price of Bitcoin for March 6, 2026
By Joseph HostetlerMarch 6, 2026
7 minutes ago
nicole
CommentaryVenture Capital
AI mastered language. The physical world is next
By Nicole FraenkelMarch 6, 2026
13 minutes ago
Price of platinum for March 6, 2026
Personal Financemoney management
Current price of platinum as of Friday, March 6, 2026
By Joseph HostetlerMarch 6, 2026
26 minutes ago

Most Popular

placeholder alt text
Success
Uber CEO says his ‘really demanding’ work culture includes expecting employees to answer his emails over the weekend: ‘Don’t come here if you want to coast’
By Emma BurleighMarch 4, 2026
2 days ago
placeholder alt text
Health
Palantir and other tech companies are stocking offices with nicotine products to increase worker productivity
By Catherina GioinoMarch 4, 2026
2 days ago
placeholder alt text
Economy
Trump's loss of $1.7 trillion in tariff revenue will send the national debt to $58 trillion by 2036, think tank projects
By Nick LichtenbergMarch 5, 2026
23 hours ago
placeholder alt text
AI
OpenAI investor Vinod Khosla predicts today’s 5-year-olds won’t ever need to get jobs thanks to AI
By Sasha RogelbergMarch 4, 2026
2 days ago
placeholder alt text
Newsletters
The Iran war is giving rise to a centuries-old economic theory—and laying waste to the WTO-based world order
By Diane BradyMarch 5, 2026
1 day ago
placeholder alt text
Politics
Meet Markwayne Mullin, the new multimillionaire head of DHS, who owns a cattle ranch in Oklahoma
By Jacqueline MunisMarch 5, 2026
15 hours ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.