Courtesy of Cot's, the most lucrative contracts in baseball history, by total value: 1. Alex Rodriguez, $275,000,000 (2008-17) 2. Alex Rodriguez, $252,000,000 (2001-10) 3. Derek Jeter, $189,000,000 (2001-10) 4. Joe Mauer, $184,000,000 (2011-18) 5. Mark Teixeira, $180,000,000 (2009-16) 6. CC Sabathia, $161,000,000 (2009-15) 7. Manny Ramirez, $160,000,000 (2001-08) 8. Troy Tulowitzki, $157,750,000 (2011-20) 9. Adrian Gonzalez, $154,000,000 (2012-18) 10. Miguel Cabrera, $152,300,000 (2008-15) 11. Carl Crawford, $142,000,000 (2011-17) 12. Todd Helton, $141,500,000 (2003-11) 13. Johan Santana, $137,500,000 (2008-13) 14. Alfonso Soriano, $136,000,000 (2007-14) 15. Vernon Wells, $126,000,000 (2008-14) . . . Barry Zito, $126,000,000 (2007-13) . . . Jayson Werth, $126,000,000 (2011-17) 18. Ryan Howard, $125,000,000 (2012-16) 19. Mike Hampton, $121,000,000 (2001-08) 20. Jason Giambi, $120,000,000 (2002-08) . . . Matt Holliday, $120,000,000 (2010-16) . . . Cliff Lee, $120,000,000 (2011-15) 23. Carlos Beltran, $119,000,000 (2005-11) 24. Ken Griffey Jr., $116,500,000 (2000-08) 25. Kevin Brown, $105,000,000 (1999-2005) 26. Carlos Lee, $100,000,000 (2007-12) . . . Albert Pujols, $100,000,000 (2004-10) 28. Carlos Zambrano, $91,500,000 (2008-12) 29. Mike Piazza, $91,000,000 (1999-2005) . . . Barry Bonds, $90,000,000 (2002-06) . . . Torii Hunter, $90,000,000 (2008-12) . . . Chipper Jones, $90,000,000 (2001-06) . . . Scott Rolen, $90,000,000 (2003-10) . . . Ichiro Suzuki, $90,000,000 (2008-12) Considering just the subset of these that aren't new in the last year or two: how many of those would the team rather have a do-over? Lots of cases of paying for past performance here. (And I get that Pujols is better than almost all of these guys... which is why the magnitude of his deal is gonna put him at or near the top of the list.)