1980 - In the final Free Agent Re-Entry Draft, the Bucs John Milner opted out of contract to test the waters, but the Pirates managed to bring him back via a new deal (they had kept a retainer on his rights). The Bucs claimed bidding rights on a dozen players including Dave Winfield and Don Sutton, and signed none. But they did eventually get 1B/OF Willie Montanez, who they had on their list as a potential replacement if they had lost Milner. Willie signed with the Expos, but joined the Pirates in August when they traded The Hammer to Montreal.
1988 - Charlie Muse publicly announced his retirement from the Pirates in a Pittsburgh Press piece written by Bob Hertzel. Muse, 71, a jack of all baseball trades known as “The Colonel” in Bucco circles, had worked for the Pirates since 1950 as a scout, ticket-office boss, Director of Operations for Three Rivers Stadium (1974-76) and finally as Travelling Secretary. Before that, he had managed Duquesne University’s nine, skippered in the minors, served in the Army twice, and was a driving force in the final design and in the players’ acceptance of the batting helmet. He retired to Florida, where he passed away in 2005.
1990 - RHP Doug Drabek, who posted a 22-6 record and a 2.76 ERA, was named the NL Cy Young winner and became the first Pirate since Vern Law in 1960 to take home the award. He received 23 of 24 first-place votes and 118 of a possible 120 points in balloting by the Baseball Writers Association of America. Left in the dust were Ramon Martinez of the Los Angeles Dodgers, who was second with the other first-place vote and 70 points, and Frank Viola of the New York Mets was third with 19 points. The Bucs waited until 2025 to claim their third Cy Young honoree, Paul Skenes, who won the NL award unanimously.
1990 - After his walk year, OF RJ Reynolds was seeking a three-year/$4M deal to re-sign with Pittsburgh; the Pirates countered with a two-year/$1.5M offer, a pretty big gap. The impasse was resolved by a third option when RJ signed a $1.3M contract with Yokohama of the Japanese League. It worked out OK for Reynolds; he got his three seasons, albeit all in Japan, then spent his final 1994 campaign in Mexico before retiring at age 35.
1991 - 3B Steve Buechele, coming off a season hitting .262 w/22 HR & 85 RBI, rejected the Pirates contract offer for four-years/$10M after earning $775K during the ‘91 campaign. It was a career year for him, although most of his numbers were put up at Texas, as he hit .246 in 31 games as a Bucco after a deadline deal. But it worked out relatively well for him - he later signed for four-years/$11M. It didn’t prolong his Pittsburgh stay by much, though - he batted .249 in 80 games in 1992 and was shipped to the Cubs for LHP Danny Jackson in July.
1996 - The Pirates sent 2B Carlos Garcia, 1B/OF Orlando Merced and P Dan Plesac to the Toronto Blue Jays for P Jose Silva, IF Abraham Nunez, and OF Craig Wilson plus prospects SS Brandon Cromer, P Jose Pett and P Mike Halperin. Merced had four good seasons left, Plesac played through 2003 and Garcia, who was the Jays main target, ended up as an AL bench guy and lasted three more years in the show. Silva spent five years as a Buc, but his line during that span was 24-28-4/5.44, while Wilson (2001-06/.268 BA/94 HR) and Nunez (1997-2004/.238 BA) were in and out of the lineup during their Pittsburgh stays. The prospect players never advanced past the minor league level.
1997 - 1B/2B/OF Spencer Horwitz was born in Timonium, Maryland. A late round pick in the 2019 draft by Toronto out of Radford, he debuted with the Jays in 2023 and saw action in 97 games in ‘24, split between first and second base, with some experience in LF in the minors. The Blue Jays flipped him to Cleveland in the off season, and the Guardians sent him almost immediately to Pittsburgh for RHP Luis Ortiz and LHP prospects Michael Kennedy and Josh Hartle. Spencer suffered a wrist injury that required February surgery and didn’t join the club until May. The lefty swinger finished strong, with a .272/11/51 line and strong glovework at first, but had a worrisome split that suggested a potential platoon role. Spence was hurt again in ‘26 and got most of his swings v lefties, batting just .244 overall.
2014 - RHP AJ Burnett returned to the Pirate flock, signing a one-year contract valued at $8.5M after a dismal season (8-18/4.59) in Philadelphia. He told the media that “This is where I want to finish my career, playing for this team and for this city. I want to win a ring, and I want to do it in Pittsburgh.” Burnett left $4.25M on the table for the reunion by turning down a player option worth $12.75M with Philadelphia to become a FA, and had his agent negotiate solely with the Pirates. AJ had pitched in 2012-13 for the Bucs, winning 26 games with a 3.41 ERA before moving across the state. The 38-year-old finished with another solid season, going 9-7/3.18, though slowed down by a late year injury, and was named to his first All-Star team after 17 seasons.
2018 - The Pirates sent OF Jordan Luplow and IF Max Moroff to the Cleveland Indians for IF Erik González and RHP’s Tahnaj Thomas and Dante Mendoza. Luplow, 25, a third-round pick in 2014 and Minor League PoY in 2017, had a chance to break camp with the Bucs in 2019 with Gregory Polanco injured while Moroff, also 25 & a 16th-round high school pick in 2012, had been bypassed on the Pirates depth chart. Both had auditioned with the big club. J-Lo hit .194 in 64 games in 2017-18 while Maxie batted .193 in 84 games played from 2016-18. Gonzalez (.263 lifetime BA) was out of options and expected to stick as a utility man who had played six positions for the Tribe, while the two pitchers were 19-year-old lotto tickets. Gonzalez had a solid September in a year mostly lost to injury and became a semi-regular SS/3B in 2020, but a subpar 2021 saw him sent to Indy and then to the Miami organization; he spent 2025-26 in the Latin leagues. Luplow made six MLB stops as a strong platoon guy who is playing in Mexico while Moroff remained mainly in the minors as depth; he hasn’t played since suffering a bum shoulder in ‘21. RHP Tahnaj Thomas was converted to the pen and let go in 2023; he’s tossed in the affiliated American Association since ‘24. Mendoza is a free agent who hasn’t played since ‘23.
2024 - RHP Paul Skenes was named to the MLB All-Stars first team, continuing his rookie roll through the league. He was joined by Chris Sale of the Atlanta Braves and Tarik Skubal of the Detroit Tigers, with Corbin Burnes of the Baltimore Orioles and Zack Wheeler of the Philadelphia Phillies on the second team. Skenes had already been named the Baseball Digest Rookie of the Year and was a finalist for a couple of more honors to be awarded a little later in the season. Another local, the Oakland Athletics Mason Miller, a Bethel Park graduate, was named to the second-team as a reliever. The awards were announced on the MLB Network.


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