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The Highest Paid Athletes in Sports History

The Highest Paid Athletes in Sports History

Pitcher Gerrit Cole signed a jaw-dropping contract in November 2019 with the New York Yankees for $324 million for nine years. The $36 million per year average annual value of the contract is the highest in baseball history.

It seems that almost every year, some team shells out the big bucks for a coveted free agent, breaking the previous record. In 2000, Alex Rodriguez signed a 10-year, $252 million contract with the Texas Rangers, dwarfing the previous largest sports contract. Just 19 years later, that deal is not even among the top 50 most lucrative deals on an annual basis. In fact, all 50 of the highest paid athletes in sports history signed their most lucrative deals in 2015 or later.

To determine the highest paid athletes in sports history, 24/7 Wall St. reviewed data about the contracts of pro athletes in the NHL, NBA, NFL, and MLB using sports data website Spotrac. Athletes were ranked based on the average annual value of the contract.

These contracts represent a huge investment, but they don’t always pan out. The signing athlete may face injury issues; he may not fit into the scheme of a new coach; or he may simply lose effectiveness with age. Still, every dollar comes with an expected amount of production, and athletes who perform poorly after signing a big deal are sure to draw the ire of fans. These are the most overpaid athletes in pro sports.

It can be hard for franchises to decide on the best way to allocate money. With salary caps, teams have to use their limited resources wisely. The most successful franchises find quality players in the draft and get them to produce while still on their rookie contract, which typically does not pay nearly as well as a tenured athlete’s deal. Yet some franchises overpay established players who do not always succeed, which can throw off their budgets and set a team back for years. These are the hardest teams to be a fan of.

Source: keithallison / Flickr

50. Joel Embiid
> Avg. annual value: $29,542,010
> Contract length, value: 5 years, $147.7 million
> First year in effect: 2018
> Position, team: Center, Philadelphia 76ers
> Accolades: 2x All-star

Source: Zhong Zhi / Getty Images

49. Andrew Wiggins
> Avg. annual value: $29,542,010
> Contract length, value: 5 years, $147.7 million
> First year in effect: 2018
> Position, team: Small forward, Minnesota Timberwolves
> Accolades: 2015 Rookie of the Year

Source: Patrick Smith / Getty Images

48. Matt Ryan
> Avg. annual value: $30,000,000
> Contract length, value: 5 years, $150 million
> First year in effect: 2018
> Position, team: Quarterback, Atlanta Falcons
> Accolades: 4x Pro Bowl, MVP

Source: Sean M. Haffey / Getty Images

47. Paul Millsap
> Avg. annual value: $30,000,000
> Contract length, value: 3 years, $90 million
> First year in effect: 2017
> Position, team: Power forward, Denver Nuggets
> Accolades: 4x All-Star

Source: number7cloud / Flickr

46. Max Scherzer
> Avg. annual value: $30,000,000
> Contract length, value: 7 years, $210 million
> First year in effect: 2015
> Position, team: Starting pitcher, Washington Nationals
> Accolades: 7x All-Star, 3x Cy Young

Source: keithallison / Flickr

45. Manny Machado
> Avg. annual value: $30,000,000
> Contract length, value: 10 years, $300 million
> First year in effect: 2019
> Position, team: Third base, San Diego Padres
> Accolades: 4x All-Star, 2x Gold Glove

Source: Phillip Faraone / Getty Images

44. Kevin Love
> Avg. annual value: $30,100,543
> Contract length, value: 4 years, $120.4 million
> First year in effect: 2019
> Position, team: Center, Cleveland Cavaliers
> Accolades: 5x All-Star

Source: Kevin C. Cox / Getty Images

43. Mike Conley
> Avg. annual value: $30,521,115
> Contract length, value: 5 years, $152.6 million
> First year in effect: 2016
> Position, team: Point guard, Utah Jazz (signed w/Memphis Grizzlies)
> Accolades: 1x All-Defensive 2nd team

Source: Kevork Djansezian / Getty Images

42. Clayton Kershaw
> Avg. annual value: $31,000,000
> Contract length, value: 3 years, $93 million
> First year in effect: 2019
> Position, team: Starting pitcher, Los Angeles Dodgers
> Accolades: 8x All-Star, 3x Cy Young, 1x MVP

Source: Bob Levey / Getty Images

41. David Price
> Avg. annual value: $31,000,000
> Contract length, value: 7 years, $217 million
> First year in effect: 2016
> Position, team: Starting pitcher, Boston Red Sox
> Accolades: 5x All-Star, 1x Cy Young

Source: Jared Wickerham / Getty Images

40. Miguel Cabrera
> Avg. annual value: $31,000,000
> Contract length, value: 8 years, $248 million
> First year in effect: 2016
> Position, team: First base, Detroit Tigers
> Accolades: 11x All-Star, 4x Batting Title, 2x MVP

Source: Ronald Martinez / Getty Images

39. Kristaps Porzingis
> Avg. annual value: $31,650,600
> Contract length, value: 5 years, $158.3 million
> First year in effect: 2019
> Position, team: Power forward, Dallas Mavericks
> Accolades: 1x All-Star

Source: Maddie Meyer / Getty Images

38. Devin Booker
> Avg. annual value: $31,650,600
> Contract length, value: 5 years, $158.3 million
> First year in effect: 2019
> Position, team: Shooting guard, Phoenix Suns
> Accolades: 2015-2016 All Rookie Team 1st Team

Source: Kevin C. Cox / Getty Images

37. Karl-Anthony Towns
> Avg. annual value: $31,650,600
> Contract length, value: 5 years, $158.3 million
> First year in effect: 2019
> Position, team: Center, Minnesota Timberwolves
> Accolades: 2x All-Star, Rookie of the Year

Source: Tim Bradbury / Getty Images

36. Gordon Hayward
> Avg. annual value: $31,957,493
> Contract length, value: 4 years, $127.8 million
> First year in effect: 2017
> Position, team: Small forward, Boston Celtics
> Accolades: 1x All-Star

Source: Sean M. Haffey / Getty Images

35. Carson Wentz
> Avg. annual value: $32,000,000
> Contract length, value: 4 years, $128 million
> First year in effect: 2019
> Position, team: Quarterback, Philadelphia Eagles
> Accolades: 1x Pro Bowl

Source: keithallison / Flickr

34. Pascal Siakam
> Avg. annual value: $32,480,000
> Contract length, value: 4 years, $129.9 million
> First year in effect: 2020
> Position, team: Power forward, Toronto Raptors
> Accolades: 2019 Most Improved Player

Source: Stacy Revere / Getty Images

33. Nolan Arenado
> Avg. annual value: $32,500,000
> Contract length, value: 8 years, $260 million
> First year in effect: 2019
> Position, team: Third base, Colorado Rockies
> Accolades: 5x All-Star, 7x Gold Glove

Source: Ezra Shaw / Getty Images

32. Justin Verlander
> Avg. annual value: $33,000,000
> Contract length, value: 2 years, $66 million
> First year in effect: 2019
> Position, team: Starting pitcher, Houston Astros
> Accolades: 8x All-Star, 2x Cy Young, 1x MVP

Source: jrg1975 / Flickr

31. Kyle Lowry
> Avg. annual value: $33,333,333
> Contract length, value: 3 years, $100 million
> First year in effect: 2017
> Position, team: Point guard, Toronto Raptors
> Accolades: 5x All-Star

Source: Sean M. Haffey / Getty Images

30. C.J. McCollum
> Avg. annual value: $33,333,333
> Contract length, value: 3 years, $100 million
> First year in effect: 2021
> Position, team: Shooting guard, Portland Trail Blazers
> Accolades: 2016 Most Improved Player

Source: Josh Lefkowitz / Getty Images

29. Jared Goff
> Avg. annual value: $33,500,000
> Contract length, value: 4 years, $134 million
> First year in effect: 2019
> Position, team: Quarterback, Los Angeles Rams
> Accolades: 2x Pro Bowl

Source: Ronald Martinez / Getty Images

28. Aaron Rodgers
> Avg. annual value: $33,500,000
> Contract length, value: 4 years, $134 million
> First year in effect: 2018
> Position, team: Quarterback, Green Bay Packers
> Accolades: 7x Pro Bowl, 2x MVP

Source: keithallison / Flickr

27. Ben Simmons
> Avg. annual value: $33,930,000
> Contract length, value: 5 years, $169.7 million
> First year in effect: 2020
> Position, team: Point guard, Philadelphia 76ers
> Accolades: 1x All-Star, Rookie of the Year

Source: Matthew Stockman / Getty Images

26. Jamal Murray
> Avg. annual value: $33,930,000
> Contract length, value: 5 years, $169.7 million
> First year in effect: 2020
> Position, team: Point guard, Denver Nuggets
> Accolades: 2017 All Rookie 2nd team

Source: Kevin C. Cox / Getty Images

25. Ben Roethlisberger
> Avg. annual value: $34,000,000
> Contract length, value: 2 years, $68 million
> First year in effect: 2019
> Position, team: Quarterback, Pittsburgh Steelers
> Accolades: 6x Pro Bowl

Source: Wikimedia Commons / Erik Drost

24. Kyrie Irving
> Avg. annual value: $34,122,650
> Contract length, value: 4 years, $136.5 million
> First year in effect: 2019
> Position, team: Point guard, Brooklyn Nets
> Accolades: 6x All-Star

Source: Flickr / Tom Britt

23. Paul George
> Avg. annual value: $34,227,984
> Contract length, value: 4 years, $136.9 million
> First year in effect: 2018
> Position, team: Small forward, Los Angeles Clippers (signed w/Oklahoma City Thunder)
> Accolades: 6x All-Star, 2x All Defensive 1st team

Source: Leon Halip / Getty Images

22. Blake Griffin
> Avg. annual value: $34,234,964
> Contract length, value: 5 years, $171.2 million
> First year in effect: 2017
> Position, team: Power forward, Detroit Pistons (signed w/Los Angeles Clippers)
> Accolades: 6x All-Star, Rookie of the Year

Source: Vaughn Ridley / Getty Images

21. Kawhi Leonard
> Avg. annual value: $34,379,100
> Contract length, value: 3 years, $103.1 million
> First year in effect: 2019
> Position, team: Small forward, Los Angeles Clippers
> Accolades: 3x All-Star, 2x Defensive Player of the Year

Source: Bob Levey / Getty Images

20. Zack Greinke
> Avg. annual value: $34,416,667
> Contract length, value: 6 years, $206.5 million
> First year in effect: 2016
> Position, team: Starting pitcher, Houston Astros (signed w/Arizona Diamondbacks)
> Accolades: 6x All-Star, 6x Gold Glove, 1x Cy Young

Source: Jonathan Ferrey / Getty Images

19. Russell Wilson
> Avg. annual value: $35,000,000
> Contract length, value: 4 years, $140 million
> First year in effect: 2019
> Position, team: Quarterback, Seattle Seahawks
> Accolades: 5x Pro Bowl

Source: Tim Warner / Getty Images

18. Anthony Rendon
> Avg. annual value: $35,000,000
> Contract length, value: 7 years, $245 million
> First year in effect: 2020
> Position, team: Third base, Los Angeles Angels
> Accolades: 1x All-Star, 2x Silver Slugger

Source: bevrichardmartin / Flickr

17. Stephen Strasburg
> Avg. annual value: $35,000,000
> Contract length, value: 7 years, $245 million
> First year in effect: 2020
> Position, team: Starting pitcher, Washington Nationals
> Accolades: 3x All-Star, 1x Silver Slugger

Source: Josh Lefkowitz / Getty Images

16. Jimmy Butler
> Avg. annual value: $35,197,650
> Contract length, value: 4 years, $140.8 million
> First year in effect: 2019
> Position, team: Shooting guard, Miami Heat (signed w/Philadelphia 76ers)
> Accolades: 4x All-Star

Source: Streeter Lecka / Getty Images

15. Kemba Walker
> Avg. annual value: $35,197,650
> Contract length, value: 4 years, $140.8 million
> First year in effect: 2019
> Position, team: Point guard, Boston Celtics (signed w/Charlotte Hornets)
> Accolades: 3x All-Star

Source: Mike McGinnis / Getty Images

14. Khris Middleton
> Avg. annual value: $35,500,000
> Contract length, value: 5 years, $177.5 million
> First year in effect: 2019
> Position, team: Small forward, Milwaukee Bucks
> Accolades: 1x All-Star

Source: Stephen Dunn / Getty Images

13. Mike Trout
> Avg. annual value: $35,541,667
> Contract length, value: 12 years, $426.5 million
> First year in effect: 2019
> Position, team: Catcherenterfielder, Los Angeles Angels
> Accolades: 8x All-Star, 3x MVP

Source: keithallison / Flickr

12. Bradley Beal
> Avg. annual value: $35,882,215
> Contract length, value: 2 years, $71.8 million
> First year in effect: 2021
> Position, team: Shooting guard, Washington Wizards
> Accolades: 2x All-Star

Source: Elsa / Getty Images

11. Tobias Harris
> Avg. annual value: $36,000,000
> Contract length, value: 5 years, $180 million
> First year in effect: 2019
> Position, team: Small forward, Philadelphia 76ers
> Accolades: Nov. 2018 Player of the Month

Source: Mike Stobe / Getty Images

10. Gerrit Cole
> Avg. annual value: $36,000,000
> Contract length, value: 9 years, $324 million
> First year in effect: 2020
> Position, team: Starting pitcher, New York Yankees
> Accolades: 3x All-Star, 1x ERA title

Source: Jonathan Ferrey / Getty Images

9. Klay Thompson
> Avg. annual value: $37,980,720
> Contract length, value: 5 years, $189.9 million
> First year in effect: 2019
> Position, team: Shooting guard, Golden State Warriors
> Accolades: 5x All-Star

Source: Robert Laberge / Getty Images

8. LeBron James
> Avg. annual value: $38,328,212
> Contract length, value: 4 years, $153.3 million
> First year in effect: 2018
> Position, team: Small forward, Los Angeles Lakers
> Accolades: 15x All-Star, 12x All NBA 1st team, 4x MVP

Source: Ronald Martinez / Getty Images

7. Chris Paul
> Avg. annual value: $39,932,648
> Contract length, value: 4 years, $159.7 million
> First year in effect: 2018
> Position, team: Point guard, Oklahoma City Thunder (signed w/Houston Rockets)
> Accolades: 9x All-Star, 4x All NBA 1st team

Source: Flickr / Keith Allison

6. Stephen Curry
> Avg. annual value: $40,231,758
> Contract length, value: 5 years, $201.2 million
> First year in effect: 2017
> Position, team: Point guard, Golden State Warriors
> Accolades: 6x All-Star, 2x MVP

Source: Kevin C. Cox / Getty Images

5. Kevin Durant
> Avg. annual value: $41,063,925
> Contract length, value: 4 years, $164.3 million
> First year in effect: 2019
> Position, team: Small forward, Brooklyn Nets (signed w/Golden State Warriors)
> Accolades: 10x All-Star, 1x MVP

Source: Mike Ehrmann / Getty Images

4. Russell Westbrook
> Avg. annual value: $41,358,814
> Contract length, value: 5 years, $206.8 million
> First year in effect: 2018
> Position, team: Point guard, Houston Rockets (signed w/Oklahoma City Thunder)
> Accolades: 8x All-Star, 1x MVP

Source: Rob Carr / Getty Images

3. John Wall
> Avg. annual value: $42,782,880
> Contract length, value: 4 years, $171.1 million
> First year in effect: 2019
> Position, team: Point guard, Washington Wizards
> Accolades: 5x All-Star

Source: Scott Halleran / Getty Images

2. James Harden
> Avg. annual value: $42,782,880
> Contract length, value: 4 years, $171.1 million
> First year in effect: 2019
> Position, team: Shooting guard, Houston Rockets
> Accolades: 7x All-Star, 2x scoring champ, 1x MVP

Source: Steve Dykes / Getty Images

1. Damian Lillard
> Avg. annual value: $49,000,000
> Contract length, value: 4 years, $196 million
> First year in effect: 2021
> Position, team: Point guard, Portland Trail Blazers
> Accolades: 4x All-Star, Rookie of the Year

Detailed findings & methodology:

Many contracts are not evenly distributed, either paying the player the bulk of their earnings at the beginning or end of the deal, or paying the player a large bonus instead of a consistent salary. Bonuses and endorsements were not considered when ranking athletes’ average annual salaries. 

Joel Embiid, Andrew Wiggins, and Nikola Jokic signed identical deals that tied for the 49th highest paying contract in pro sports. Only Embiid and Wiggins made the list because their deals are fully guaranteed, while Jokic’s is not.

Players were only eligible to appear once on the list. Even though LeBron James made over $33 million per year in his second stint with the Cleveland Cavaliers, which would have also qualified him for this list, he makes significantly more in his Los Angeles Lakers contract, so that is the salary we used for his entry.

Over time, salaries have been getting higher. In fact, all of the highest paid athletes in sports history signed their lucrative deals in 2015 or later. Some players, like Damian Lillard and C.J. McCollum of the Portland Trail Blazers, have signed extensions to their existing deals that will make them among the highest paid athletes. Since these deals are guaranteed, they were considered to be their own separate contracts and considered for this list. 

Each of the nine highest-paying contracts in pro sports were signed by Basketball players. NBA contracts make up the bulk of this list, with 32 of the 50 highest paid athletes. There are also 12 MLB players and six from the NFL — all quarterbacks. The highest paying NHL contract is worth just $12.5 million per year — nowhere close to enough to qualify for this list.

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