Career Paths (Years)
1923-1939 NYY
Lou Gehrig
2002
Anaheim Angels vs. San Francisco Giants
In 2022, Aaron Judge broke the single season AL HR record with 62, beating the 61 hit by Roger Maris in this year
1961
This player was the first to ever sign a contract after being designated as a free agent due to his previous team violating the terms of his previous contract
Adam Ottavino and Troy Tulowitzki
2012-2015 Rockies, 2019 Yankees
1978-1992 MIL, 1993-1995 TOR, 1996-1998 MIN
Paul Molitor
2007
Boston Red Sox vs. Colorado Rockies
The 1906 Cubs set the regular season wins record with 116 wins, a record that still holds. However, including the postseason, their total wins record, 118, was broken in this year.
1998 (NYY, 125)
This player was the highest paid player in baseball for a record 14 seasons
Babe Ruth
CC Sabathia and Prince Fielder
2008 Brewers
1984-1996 BOS, 1997-1998 TOR, 1993-2003 NYY, 2004-2006 HOU, 2007 NYY
Roger Clemens
1992
Toronto Blue Jays vs. Atlanta Braves
In the shortened 2020 season, Shane Bieber struck out 14.2 batters per 9 innings, breaking the record set by this pitcher
Gerrit Cole (2019, 13.8)
During the truncated 2020 season, players who were not on rosters were not subject to having their salaries pro-rated, so this player was the highest paid in the league despite being retired
Prince Fielder
Ian Kinsler and Max Scherzer
2014 Tigers
2011-2013 MIN, 2014 TOR, 2014 KCR, 2015 TOR, 2016-2020 OAK, 2021-2023 CHW, 2025 BOS
Liam Hendriks
1968
Detroit Tigers vs. St. Louis Cardinals
In 2025, Cal Raleigh broke several home run records, including the most home runs hit while playing catcher, a record previously set by this player
Javy Lopez (42)
This player was the first to ever earn $10 million in one season
Albert Belle (1997)
Jamie Moyer and Greg Maddux
1986-1988 Cubs
2014-2015 COL, 2020-2022, 2024 ATL, 2025 NYY
Tyler Matzek
1948
Cleveland Indians vs. Boston Braves
Babe Ruth famously became the first player to ever hit 50 HRs in 1920 after setting the single season record by hitting this many the year prior
29
This player holds the record for highest career contractual earnings to date per Spotrac (only money earned, not money owed)
Justin Verlander
Bobby Abreu and Randy Johnson
2006 Yankees