This Quarterback Received the Biggest Payday Ever and Still Hasn’t Won a Super Bowl

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By David Beren Published
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This Quarterback Received the Biggest Payday Ever and Still Hasn’t Won a Super Bowl

© A college style football sits with a pile of money on a green field (Shutterstock.com) by Dan Thornberg

In the NFL, there is generally one role above all others that gets the highest contract. As the quarterback, you are expected to lead the team on and off the field, which is why it’s the highest-paid position in the league. This is especially true for the names on this list, representing some of the biggest quarterback names and contracts the NFL has ever seen, including contract money, signing bonuses, and other guarantees. 

15. Terry Bradshaw

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Terry Bradshaw was the highest-paid quarterback of his era.

  • Highest annual salary: $470,000
  • Year: 1983

Today, he’s a famous talking head during NFL games, but Terry Bradshaw was once the NFL’s premiere quarterback and his 1983 performance showed exactly that. 

14. Joe Montana

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Joe Montana is one of the best quarterbacks ever.

  • Highest annual salary: $4 million
  • Year: 1994

Often considered the best quarterback in history alongside Tom Brady, Joe Montana is a four-time NFL Champion during a legendary San Francisco 49ers run. 

13. Dan Marino

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Dan Marino is among the highest-paid quarterbacks who never won a Super Bowl.

  • Highest annual salary: $6.3 million
  • Year: 1999

Dan Marino is regarded as royalty in Miami despite never bringing a Super Bowl to the city. He was rewarded handsomely for his outstanding playmaking. 

12. Brett Favre

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Brett Favre has won against every other team in the NFL.

  • Highest annual salary: $16 million
  • Year: 2010

The legendary Green Bay Packers quarterback has beaten every NFL team and was the first QB to do so. 

11. Peyton Manning

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Peyton Manning has become one of the game’s best media personalities in retirement.

  • Highest annual salary: $35 million
  • Year: 2004

One of the greatest quarterbacks of his era, Peyton Manning, holds several NFL records and is third in career passing touchdowns. 

10. Tom Brady

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Tom Brady is arguably the best quarterback of all time.

  • Highest annual salary: $39 million
  • Year: 2022

The Tampa Bay Buccaneers opened its wallet for Tom Brady in 2022, and he rewarded them with a Super Bowl. 

9. Drew Brees

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Drew Brees achieved legendary status playing for the New Orleans Saints.

  • Highest annual salary: $40 million
  • Year: 2018

A Super Bowl champion, Drew Brees deserved every penny of the contract he received in 2018. 

8. Ben Roethlisberger

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Ben Roethlisberger played for the Pittsburgh Steelers for his entire career.

  • Highest annual salary: $41.25 million
  • Year: 2021

The Pittsburgh Steelers rewarded Ben Roethlisberger with a big payday after winning the team two Super Bowls. 

7. Matt Ryan

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Matt Ryan earned a big payday only to be forgotten in retirement.

  • Highest annual salary: $418.6 million
  • Year: 2022

Matt Ryan’s biggest payday came at the end of his storied career before announcing his retirement. 

6. Aaron Rodgers

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Aaron Rodgers is at the tail end of his storied career.

  • Highest annual salary: $50.3 million
  • Year: 2022

Aaron Rodgers didn’t capitalize on his 2022 salary, but he’s already a Super Bowl winner. 

5. Patrick Mahomes

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Patrick Mahomes is the best quarterback playing in the league today.

  • Highest annual salary: $59.4 million
  • Year: 2022

With three Super Bowl wins in the last four seasons, Patrick Mahomes is worth every penny the Kansas City Chiefs pay him. 

4. Deshaun Watson

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Deshaun Watson is a controversial but highly-paid quarterback.

  • Highest annual salary: $64 million
  • Year: 2022

If Deshaun Watson can stay healthy and out of trouble, he could be among the league’s best quarterbacks and truly earn his huge salary. 

3. Josh Allen

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Josh Allen is a fantastic quarterback who struggles in the postseason.

  • Highest annual salary: $66.9 million
  • Year: 2022

Josh Allen is one of the most likable quarterbacks in the league, but he has yet to take the Buffalo Bills to the promised land. 

2. Russell Wilson 

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Russell Wilson was an utter disappointment during his time in Denver.

  • Highest annual salary: $67 million
  • Year: 2023

Russell Wilson was a total bust in Denver, and his massive salary could have been better spent. 

1. Lamar Jackson

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Lamar Jackson is a Super Bowl win away from legendary status.

  • Highest annual salary: $80 million
  • Year: 2023

The Baltimore Ravens QB is the best-paid in history between signing bonuses, contracts, and performance-based escalators.

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About the Author David Beren →

David Beren has been a Flywheel Publishing contributor since 2022. Writing for 24/7 Wall St. since 2023, David loves to write about topics of all shapes and sizes. As a technology expert, David focuses heavily on consumer electronics brands, automobiles, and general technology. He has previously written for LifeWire, formerly About.com. As a part-time freelance writer, David’s “day job” has been working on and leading social media for multiple Fortune 100 brands. David loves the flexibility of this field and its ability to reach customers exactly where they like to spend their time. Additionally, David previously published his own blog, TmoNews.com, which reached 3 million readers in its first year. In addition to freelance and social media work, David loves to spend time with his family and children and relive the glory days of video game consoles by playing any retro game console he can get his hands on.

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