• Loading stock data...
Friday, May 9, 2025
Join us May 14 at 1 p.m. ET for Future of Sports: Leagues of Their Own Register Now

GOATs With Business Vision

  • After Tom Brady’s seventh Super Bowl win, many fans are debating whether he or Serena Williams is the greatest athlete of all time.
  • Both Brady and Williams are quite active as investors and entrepreneurs.
Derick E. Hingle/Robert Deutsch-USA Today Sports

After his seventh Super Bowl win, Tom Brady is widely viewed as the best player the NFL has ever seen. With that settled, Brady has drawn comparisons to greats across other sports.

One debate is especially prominent: is Brady or Serena Williams the greatest athlete of all time? Williams is currently seeking her 24th Grand Slam title at the Australian Open, an event she once won while pregnant.

What’s less debated is their respective business acumen, but you could spark an argument there as well. Both are quite active as investors and entrepreneurs.

  • Brady has founded two media companies, Religion of Sports and 199 Productions, which launched in 2020. He also started TB12, a packaged meal company geared toward athletes, and invested in the Series B round for watchmaker Hodinkee.
  • Serena’s personal investments include Impossible Foods, Bumble, and carbon offset market Pachama. She is also the Chief Sports Officer for Aston Martin, and a board member of three companies including SurveyMonkey.
  • Williams’ investment firm, Serena Ventures, has made at least ten investments since mid-2018, many in companies focused on women’s products and services.

In an interview with the New York Times, Williams agreed with Brady’s sentiment that his favorite title is the next one. “That would absolutely be my answer. Because otherwise you’re living off of what you’ve already did.”

When Brady and Williams decide to live off what they’ve already done, they’ll have plenty to work with.

Williams has netted over $92 million in tournament winnings. That, along with endorsements from the likes of Nike, Gatorade, Beats, Chase and more, have helped bring her net worth up to $225 million.

Brady, meanwhile, has raked in over $263 million in contracts from the Patriots and Bucs, and at least $140 million from endorsements.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Curry

Brady, Curry, Ohtani Get Most Claims Dropped in FTX Endorser Suit

The judge did call the endorsers “uninformed, negligent, or even reckless.”

NFL Nears Deal for YouTube Game That Could Break Streaming Records

YouTube closing in on a deal to show a game from Brazil.
Feb 9, 2025; New Orleans, LA, USA; Philadelphia Eagles quarterback Jalen Hurts (1) lines up for the tush push play on the goal line against the Kansas City Chiefs during Super Bowl LIX at Ceasars Superdome.

Saquon Barkley Defends Tush Push, Tells Opponents to ‘Get Better’

Saquon Barkley makes a passionate defense for the hotly debated play.
Adam Silver

NFL Attempts to Aid NBA in Video Privacy Lawsuit

The NBA is being accused of unlawfully sharing user data with Facebook. 

Featured Today

Mar 26, 2025; New York, New York, USA; Actor and filmmaker Spike Lee (l) greets former professional boxer Floyd Mayweather Jr. during the game between the LA Clippers and the New York Knicks at Madison Square Garden.

‘Friends of the Garden’: Inside the NBA’s Most Exclusive Celebrity Suite

“Among the titans of industry, deals are done at Suite 200.”
exclusive
May 9, 2025

Shams Charania on Draft, Breaking Dončić Trade, ‘Whirlwind’ ESPN Tenure

Charania will work on his first NBA draft lottery for ESPN on Monday.
Fat Perez reacts after hitting his shot on the 16th tee during the WHOOP Shot at Glory on the 16th hole at TPC in Scottsdale on Feb. 5, 2025.
May 7, 2025

Golf Influencers Are the New Currency for PGA Tour and LIV

YouTube golf is big business. The rival tours are staging formal events.
Feb 8, 2025; New York, New York, USA; New York Knicks assistant coach Rick Brunson talks with New York Knicks guard Jalen Brunson (11), forward Mikal Bridges (25), and guard Josh Hart (3) during a timeout in the third quarter against the Boston Celtics at Madison Square Garden.
May 6, 2025

Before the Villanova Knicks, There Were the Kentucky Celtics

Three decades ago, Boston tried its own version of the college-teammate experiment.

Paige Bueckers Dispels Doubts, Praises Dallas Wings Organization

The Wings selected Bueckers with the No. 1 pick in the 2025 WNBA draft.
Sue Bird
May 7, 2025

USA Basketball Moving Women to Men’s Model Under Sue Bird

The move marks a major change for USA Basketball’s women’s operations. 
May 8, 2025

Stars’ $96M Rantanen Bet Paying Off Big at Other Teams’ Expense

Rantanen was traded by Colorado after not agreeing to a contract extension.
Sponsored

Game On: Portfolio Players Stories, Brought to You by E*TRADE from Morgan Stanley

Portfolio Players is our bi-weekly spotlight on the athletes and investors reshaping the business of sports. This week, venture capitalist Kai Cunningham unpacks why athletes land top deals and how the usual investing rules don’t always apply.
Tyrese Haliburton
May 7, 2025

Tyrese Haliburton ‘Gladly’ Taking Fine for Game-Winner Celebration

Haliburton hit his second game-winner in the past three games Tuesday. 
Mar 22, 2025; Miami, FL, USA; Joao Fonseca (BRZ) reacts after winning a point against Ugo Humbert (FRA)(not pictured) on day five of the Miami Open at Hard Rock Stadium.
May 6, 2025

João Fonseca Is a Teen Tennis Phenom. His Parents Are Overseeing His..

The Brazilian is forgoing a management team in favor of his parents.
Dec 21, 2024; Baltimore, Maryland, USA; Baltimore Ravens place kicker Justin Tucker (9) warms up in the end zone before the game against the Pittsburgh Steelers at M&T Bank Stadium.
May 5, 2025

Ravens Release Tucker Amid Kicking Woes, Misconduct Allegations

Tucker spent 13 years with the Ravens.
Front Office Sports
exclusive
May 3, 2025

Jayson Werth: Winning Belmont Stakes ‘Comparable’ Emotions to World Series

Werth spoke to FOS at Churchill Downs about the race day high.