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Major MLB Deals for the 2022–2023 Offseason

GettyImages 1403152136 e1670016545789
GettyImages 1403152136 e1670016545789
From record-setting extensions to the biggest MLB free agency moves, Boardroom rounds up the tallest stacks of cash changing hands this winter.

It’s now off-season. Winter meetings, backchanneling, Mattress Mack (supposedly) making it rain, Alex Anthopoulos trying to commit the legal equivalent of highway robbery, and the frantic rush by clubs trying to get some last-minute Christmas shopping done before all the shortstops are sold out are all to be expected.

Given the sheer amount of and extension candidates up for grabs this year, the stakes are extremely high. None looms greater than, who was crowned AL MVP as his contract with the New York Yankees officially expired.

In light of this, let’s list the largest contracts that MLB’s top players are signing this offseason, beginning with Aaron Judge’s historic Bronx jackpot.

Biggest Contracts of the 2022-23 MLB Offseason

Reflects the largest MLB contracts by total value to be signed since the end of the 2022 regular season as of Dec. 5. All dollar figures via .

Yankees OF Aaron Judge: $360,000,000

  • Type: Extension
  • Years: 9
  • Free agency: 2032

Mets SS Carlos Correa: $315,000,000

  • Type: Free agent
  • Years: 12
  • Free agency: 2035

NOTE: Correa had previously agreed to a 13-year, $350 million deal with the San Francisco Giants that was not finalized after an issue reportedly emerged with his medical evaluation.

Phillies SS Trea Turner: $300,000,000

  • Type: Free agent
  • Years: 11
  • Free agency: 2034

Padres SS Xander Bogaerts: $280,000,000

  • Type: Free agent
  • Years: 11
  • Free agency: 2034

Rangers SP Jacob deGrom: $185,000,000

  • Type: Free agent
  • Years: 5 (plus sixth-year club option)
  • Free agency: 2027 or 2028

NOTE: Including the 2028 club option, the max value of deGrom’s deal with Texas is six years and $222 million.

Cubs SS Dansby Swanson: $177,000,000

  • Type: Free agent
  • Years: 7
  • Free agency: 2030

Mets OF Brandon Nimmo: $162,000,000

  • Type: Extension
  • Years: 8
  • Free agency: 2031

RP Edwin Diaz: $102,000,000

  • Type: Extension
  • Years: 5
  • Free agency: 2028

NOTE: Diaz’s extension is the largest relief pitcher contract in MLB history by both total value and average annual value, and includes a $20,000,000 club option for 2028.

Cardinals C Willson Contreras: $87,500,000

  • Type: Free agent
  • Years: 5
  • Free agency: 2028

Mets SP Justin Verlander: $86,666,666

  • Type: Free agent
  • Years: 2 (plus third-year vested option)
  • Free agency: 2025 or 2026

NOTE: Including the 2025 option, the max value of Verlander’s deal with the Mets is three years and $121.666 million.

Mets SP Kodai Senga: $75,000,000

  • Type: Free agent
  • Years: 5
  • Free agency: 2028

Cubs SP Jameson Taillon: $68,000,000

  • Type: Free agent
  • Years: 4
  • Free agency: 2027

Blue Jays SP Chris Bassitt: $63,000,000

  • Type: Free agent
  • Years: 3
  • Free agency: 206

1B Jose Abreu: $58,500,000

  • Type: Free agent
  • Years: 3
  • Free agency: 2026

RP Robert Suarez: $46,000,000

  • Type: Extension
  • Years: 5
  • Free agency: 2028

Giants OF Mitch Haniger: $43,500,000

  • Type: Free agent
  • Years: 3
  • Free agency: 2026

1B Anthony Rizzo: $40,000,000

  • Type: Extension
  • Years: 2
  • Free agency: 2025

NOTE: Rizzo’s contract includes a $6,000,000 club option for 2025, giving it a max value of three years and $46,000,000.

SP Zach Eflin: $40,000,000

  • Type: Free agent
  • Years: 3
  • Free agency: 2026

SP Tyler Anderson: $39,000,000

  • Type: Free agent
  • Years: 3
  • Free agency: 2026

Astros RP Rafael Montero: $34,500,000

  • Type: Extension
  • Years: 3
  • Free agency: 2026

Guardians 1B Josh Bell: $33,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Red Sox RP Kenley Jansen: $32,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Twins C Christian Vazquez: $30,000,000

  • Type: Free agent
  • Years: 3
  • Free agency: 2026

Mets SP Jose Quintana: $26,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Rangers SP Andrew Heaney: $25,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Giants SP Sean Manaea: $25,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

NOTE: Manaea can opt out after the 2023 season.

Giants SP Ross Stripling: $25,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Red Sox 3B Justin Turner: $21,700,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Dodgers SP Clayton Kershaw: $20,000,000

  • Type: Extension
  • Years: 1
  • Free agency: 2024

SP Adam Wainwright: $17,500,000

  • Type: Extension
  • Years: 1
  • Free agency: 2024

Cubs OF Cody Bellinger: $17,500,000

  • Type: Free agent
  • Years: 1
  • Free agency: 2024

Red Sox RP Chris Martin: $17,500,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Phillies RP Matthew Strahm: $15,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

INF Aledmys Diaz: $14,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Angels RP Carlos Estevez: $13,500,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Dodgers SP Noah Syndergaard: $13,000,000

  • Type: Free agent
  • Years: 1
  • Free agency: 2024

Nationals SP/RP Trevor Williams: $13,000,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

Astros OF Michael Brantley: $12,000,000

  • Type: Extension
  • Years: 1
  • Free Agency: 2024

SP Mike Clevinger: $12,000,000

  • Type: Free agent
  • Years: 1
  • Free agency: 2024

Yankees RP Tommy Kahnle: $11,500,000

  • Type: Free agent
  • Years: 2
  • Free agency: 2025

SP Matt Boyd: $10,000,000

  • Type: Free agent
  • Years: 1
  • Free agency: 2024

Orioles SP Kyle Gibson: $10,000,000

  • Type: Free agent
  • Years: 1
  • Free agency: 2024

Mets RP David Robertson: $10,000,000

  • Type: Extension
  • Years: 1
  • Free agency: 2024

Major MLB Deals for the 2022–2023 Offseason

 

 

 

 

 

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