Outfielder Bryan Reynolds’ eight-year, $106.75 million contract became the largest in Pittsburgh Pirates history, far surpassing the eight-year, $70 million extension given to infielder Ke’Bryan Hayes in 2022.
Here’s a look at the largest contracts (total value) handed out by the Pirates:
1. Bryan Reynolds
Eight-year, $106.75 million extension in 2023
Read more: Pirates agree to 8-year, $106.75 million contract with star outfielder Bryan Reynolds
2. Ke’Bryan Hayes
Eight-year, $70 million extension in 2022
Read more: Pirates sign 3B Ke’Bryan Hayes to 8-year, $70 million deal as franchise cornerstone
3. Jason Kendall
Six-year, $60 million contract in 2000
4. Andrew McCutchen
Six-year, $51.5 million extension in 2012
5. Brian Giles
Six-year, $45 million extension in 2000
6. Francisco Liriano
Three-year, $39 million contract in 2014
7. Gregory Polanco
Five-year, $35 million extension in 2016
8. Francisco Cervelli
Three-year, $31 million extension in 2016
9. Starling Marte
Six-year, $31 million extension in 2014
10. Josh Harrison
Four-year, $27.3 million arbitration extension in 2015
Honorable mention
Kevin Young — four years, $24 million in 1999
Felipe Vazquez — four years, $22.5 million in 2018
Jack Wilson — three years, $20.2 million extension in 2006
Jason Bay — four years, $18.25 million in 2005
Jay Bell — four years, $17.5 million in 1993
