10 Biggest Contracts Signed in MLB Free Agency 2023

The MLB hot stove is piping hot with a flurry of free-agent signings announced over the past couple of days during the league's Winter Meetings in San Diego, CA.

The biggest move, of course, was the nine-year, $360 million pact between the New York Yankees and Aaron Judge. While that's easily the biggest contract signed this offseason and one of the largest ever, it's hardly the only big payday we've seen so far.

Check out a list of the biggest MLB free agency contracts thus far in the 2022-2023 offseason. We've not only ranked these contracts in terms of overall worth (years and total reported salary), but also listed the average annual value (AAV) each player will receive.

Biggest MLB Free Agency Contracts 2023

1. Aaron Judge, RF, New York Yankees

Length: 9 Years
Total: $360 million
AAV: $40 million

2. Trea Turner, SS, Philadelphia Phillies

Length: 11 Years
Total: $300 million
AAV: $27.3 million

3. Jacob deGrom, SP, Texas Rangers

Length: 5 Years
Total: $185 million
AAV: $37 million

4. Edwin Diaz, CL, New York Mets

Length: 5 Years
Total: $102 million
AAV: $20.4 million

5. Willson Contreras, C, St. Louis Cardinals

Length: 5 Years
Total: $87.5 million
AAV: $17.5 million

6. Justin Verlander, SP, New York Mets

Length: 2 Years
Total: $86.6 million
AAV: $43.3 million

7. Taijuan Walker, SP, Philadelphia Phillies

Length: 4 Years
Total: $72 million
AAV: $18 million

8. Jameson Taillon, SP, Chicago Cubs

Length: 4 Years
Total: $68 million
AAV: $17 million

9. Jose Abreu, 1B, Houston Astros

Length: 3 Years
Total: $58.8 million
AAV: $19.5 million

10. Robert Suarez, RP, San Diego Padres

Length: 5 Years
Total: $46 million
AAV: $9.2 million

Judge's contract blows the others away in terms of total worth, but Verlander's $43.5 million AAV is at the top of this list. He's about to turn 40, which explains why the Mets were only willing to offer him a relatively short-term deal.

The Judge contract may also have Yankee fans wondering about the richest deals in franchise history. Below is a list of the top five New York contracts in terms of overall value.

Biggest Yankees Contracts

11. Aaron Judge, RF

1. Aaron Judge

Length: 9 Years
Total: $360 million
AAV: $40 million
Year Signed: 2023

2. Gerrit Cole

Length: 9 Years
Total: $324 million
AAV: $36 million
Year Signed: 2020

3. Alex Rodriguez

Length: 10 Years
Total: $275 million
AAV: $27.5 million
Year Signed: 2008

4. Derek Jeter

Length: 10 Years
Total: $189 million
AAV: $18.9 million
Year Signed: 2001

5. Mark Teixeira

Length: 8 Years
Total: $180 million
AAV: $22.5 million
Year Signed: 2009

Adam Taylor McKillop is not a FanDuel employee. In addition to providing DFS gameplay advice, Adam Taylor also participates in DFS contests on FanDuel using his personal account, username atmckillop. While the strategies and player selections recommended in his articles are his personal views, he may deploy different strategies and player selections when entering contests with his personal account. The views expressed in their articles are the author's alone and do not necessarily reflect the views of FanDuel.