- 1939 - The Pirates obtained 6' 9" LHP Johnny Gee from Syracuse of the International League for $75,000 and four players. Nicknamed “Gee Whiz,” he lasted parts of four seasons (1939, 1941, 1943-44) with the Bucs, winning five games. Also known as “Long John” (and as the “$75,000 Lemon”), he never fully recovered from a 1940 arm injury. Gee was the tallest person to play MLB until 6’10” Randy Johnson debuted for the Montreal Expos in September, 1988. Not too surprisingly, Long John went on to play pro hoops for the NBA Syracuse Nationals.
- 1987 - The Pirates traded RHP Don Robinson to the San Francisco Giants for C Mackey Sasser and $50K. The Giants turned Robinson into a starter the next season and he became a rotation pitcher for the next three years while Sasser was flipped to the Mets in 1988, where he had a long run as a backup catcher.
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| Jon Lieber 1994 Bowmans Best |
- 1993 - RHP Jon Lieber was traded by the Kansas City Royals along with reliever Dan Miceli to the Bucs for closer Stan Belinda. Lieber won 38 games in five seasons with Pittsburgh, Miceli had 24 saves/10 holds in four Pirate campaigns and Belinda lasted two years for KC, blowing 2-of-3 saves and settling into a bridge man role.
- 2001 - The Pirates traded the well-traveled LHP Terry Mulholland to the Dodgers for pitchers Mike Fetters and Adrian Burnside. Mulholland, from Uniontown, pitched for 11 teams in a 20 year career and had a pair of stints with the Cubs, Phils and Giants. The FO also swapped Mike Williams to the Astros for RHP Tony McKnight. It was actually more like a lend-lease, as Williams signed with the Bucs again as a free agent after the season.
- 2002 - The Bucs sent first round bust OF Chad Hermansen to the Cubs for OF Darren Lewis, who refused to report to the Pirates and retired instead. Chad hit .209 for the Cubs before moving on.
- 2003 - Pitchers Brandon Lyon, Anastacio Martinez and Jeff Suppan were traded by the Bucs to the Red Sox for LHP Mike Gonzalez, 2B Freddy Sanchez and cash. Originally, Gonzalez had gone to Boston for Lyons and Martinez a few days earlier, but Lyons flunked the physical causing a reworking of the deal. The mulligan panned out pretty well for the Bucs.
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| Gonzo 1992 Donruss |
- 2004 - GM Dave Littlefield reportedly rejected an offer to deal pitcher Kris Benson to the Phillies for a power-hitting prospect named Ryan Howard, who would eventually become a NL MVP. The Bucs thought they had a Howard clone already in their system with Brad Eldred.
- 2005 - The Cubs sent young OF Jody Gerut to Pittsburgh for vet OF Matt Lawton. The Cubs shipped Lawton to the Yankees for a minor leaguer in August. Gerut, hampered by a bum knee, barely played and was released after 2006, appearing in just four games as a Pirate.
- 2006 - Busy at the deadline: The Pirates traded pitchers Roberto Hernandez and Oliver Perez to the Mets for Xavier Nady. Pittsburgh also sent P Kip Wells to the Rangers for P Jesse Chavez, traded OF/1B Craig Wilson to the Yankees for P Shawn Chacon and acquired RHP Brian Rogers from the Detroit Tigers in exchange for 1B Sean Casey.
- 2007- The Bucs traded OF Rajai Davis and IF Stephen McFarland to the San Francisco Giants for RHP Matt Morris, who was being paid $7.5M in 2007 and under contract to make $9.5M in 2008 with a $1M buyout for 2009. He was released on April 27th of 2008 after going 3-8 with a 7.04 ERA in 16 Pirate starts. Many believed this deal was the straw that broke the back of GM Dave Littlefield’s era in Pittsburgh.
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| Andy LaRoche 2008 Topps |
- 2008 - Jason Bay and Josh Wilson were traded to the Boston Red Sox in a three team deal that sent Manny Ramirez to the Los Angeles Dodgers and Andy LaRoche with Bryan Morris to the Pirates from LA, with Brandon Moss and Craig Hansen coming to the Bucs from Beantown. None of the prospects panned out for Pittsburgh, and Bay’s career was hamstrung by injury. Reports were that Tampa Bay was interested in dealing and offered SS Reid Brignac & P Jeff Niemann for Bay, but the Bucco FO wanted Wade Davis, David Price or Jeremy Hellickson instead of Niemann, ending that talk in a hurry. It was also rumored that Miami was an early player, but the Pirates were focused on an 18 year old outfielder named Mike Stanton, another untouchable.
- 2010 - A lot of dealing: RHP James McDonald was traded to Pittsburgh with OF Andrew Lambo by the LA Dodgers for RHP Octavio Dotel and cash. The Bucs also flipped LHP Javier Lopez to the Giants for RHP Joe Martinez and OF Joe Bowker. In a big house cleaning/change of scenery deal, SS Bobby Crosby, RHP D.J. Carrasco and RF Ryan Church were sent to the Arizona Diamondbacks for cash, C Chris Snyder and SS Pedro Ciriaco.
- 2011 - OF Ryan Ludwick was sent to the Pirates by San Diego for cash. He hit .232 with two homers during the dog days and then signed with the Reds in the off season.
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| Gaby Sanchez 2013 Topps |
- 2012 - 1B Gaby Sanchez and RHP Kyle Kaminska went from the Marlins to the Pirates for OF Gorkys Hernandez and 2013’s sandwich compensation draft pick five minutes before the deadline expired. Gaby stayed as a platoon 1B and bench bat through 2014 with Pittsburgh, hitting .241, and then went to Japan to play. Before that trade, the Bucs dealt 3B Casey McGehee to the Yankees for RHP Chad Qualls; both ended up as stretch run rentals for their respective clubs.
- 2015 - The Bucs picked up 1B/OF Michael Morse, who had just been traded to and DFA’ed by the LA Dodgers, for OF Jose Tabata and cash. The Beast hit .275 with a .390 OBP in 45 games during the stretch, mainly off the bench. In a late deal spurred by AJ Burnett’s same-day trip to the DL due to elbow inflammation, Pittsburgh then sent minor league RHP Adrian Sampson to Seattle for veteran lefty JA Happ, who turned in a masterful slash of 7-2/1.85.
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