- 1933 - The Pirates traded OF Adam Comorosky and 2B Tony Piet to the Reds for P Red Lucas and OF Wally Roettger. Lucas was the key player. He lasted five seasons in Pittsburgh, going 47-32/3.77 and making 96 starts. After the trade, Lucas never lost a game against Cincinnati, going 14-0 against the Reds during the remainder of his career. Red went 15-4 in 1936 with a 3.18 ERA in his best Bucco campaign and was also handy off the bench with a career .281 BA.
|Charles "Red" Lucas 1934 Diamond Stars series|
- 1992 - The Pirates lost OF Alex Cole to the Colorado Rockies, along with P Danny Jackson and IF Ramon Martinez to the Florida Marlins, in the expansion draft.
- 2000 - C Jason Kendall signed the richest contract in team history. The $60M, six-year contract extension, which included a $4M signing bonus, had a base salary of $6M in 2002 and peaked at $13M in 2007. To this point from his rookie year of 1996, Kendall had hit .300 or better every season except 1997, when he hit .294. He became the second highest paid active catcher in baseball, behind only Mike Piazza.
|Jason Kendall 2004 Studio Plus Photofile|
- 2005 - Jason Bay agreed to an $18.25M, four-year contract that ran through his arbitration eligible seasons. He hit .296 with 58 HR and 183 RBI in 2004-05 and began his career by winning the NL Rookie of the Year award.