%20%20--%3E%0A%3Csvg%20version%3D%221.1%22%20xmlns%3D%22http%3A%2F%2Fwww.w3.org%2F2000%2Fsvg%22%20xmlns%3Axlink%3D%22http%3A%2F%2Fwww.w3.org%2F1999%2Fxlink%22%20x%3D%220px%22%20y%3D%220px%22%0A%09%20viewBox%3D%220%200%201092.7%20200%22%20style%3D%22enable-background%3Anew%200%200%201092.7%20200%3B%22%20xml%3Aspace%3D%22preserve%22%3E%0A%3Cstyle%20type%3D%22text%2Fcss%22%3E%0A%09.st0%7Bfill%3A%23231F20%3B%7D%0A%09.st1%7Bfill%3A%23293576%3B%7D%0A%09.st2%7Bfill%3A%23C82C2D%3B%7D%0A%09.st3%7Bfill%3A%23FFFFFF%3B%7D%0A%3C%2Fstyle%3E%0A%3Cg%20id%3D%22Template%22%3E%0A%3C%2Fg%3E%0A%3Cg%20id%3D%22Layer_2%22%3E%0A%09%3Cpolygon%20class%3D%22st3%22%20points%3D%2256.8%2C78.5%2073.1%2C78.5%2085.5%2C78.5%2085.5%2C36.3%2085.5%2C0%2068.8%2C0%2064.9%2C6.2%2063.3%2C8.7%2052%2C0%2025.5%2C0%2021.8%2C3.8%20%0A%09%092%2C23.8%202%2C176.2%2025%2C200%2061.5%2C200%2085.5%2C176.2%2085.5%2C121.5%2056.8%2C121.5%2056.8%2C176.2%2039.5%2C176.2%2039.5%2C32.4%2039.5%2C23.8%2056.8%2C23.8%2056.8%2C57.2%20%0A%09%09%09%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st3%22%20points%3D%22143.9%2C104.2%20143.9%2C48.1%20143.9%2C24.2%20152.1%2C24.2%20153.2%2C24.2%20153.2%2C0%20152.1%2C0%20106.8%2C0%2093.9%2C0%2093.9%2C24.2%20%0A%09%09106.7%2C24.2%20106.7%2C63.4%20106.7%2C116.9%20106.7%2C175.8%20130.4%2C200%20169.2%2C200%20183%2C184.8%20191.2%2C175.8%20191.2%2C146.2%20191.2%2C96.1%20191.2%2C24.2%20%0A%09%09201.4%2C24.2%20201.4%2C0%20163.7%2C0%20158.7%2C0%20158.7%2C24.2%20163.7%2C24.2%20169.2%2C24.2%20169.2%2C75.2%20169.2%2C127.8%20169.2%2C174.1%20169.2%2C175.8%20%0A%09%09143.9%2C175.8%20143.9%2C152.9%20%09%22%2F%3E%0A%09%3Cpath%20class%3D%22st3%22%20d%3D%22M220.3%2C168v8.3h-10.5V200h62.1h12.7l28.5-23.8v-66l-5.2-5.1l-7.8-7.6l7.8-7.8l2.5-2.5V60V25.7%0A%09%09c0%2C0.7-8.6-7.9-25.7-25.7h-43H230h-20.2v23.8h10.5v96.7V168z%20M257.5%2C23.8h22.2v60.5h-22.2V23.8z%20M257.5%2C110.3h22.2v50.2v15.8h-22.2%0A%09%09v-29.4V110.3z%22%2F%3E%0A%09%3Cpath%20class%3D%22st3%22%20d%3D%22M331.9%2C176.2h-10.5v6V200h42.8h21.4h10.5l1-0.9l27.4-22.9v-56.9v-9.1l-13-12.8l10.3-10.2V25.7%0A%09%09c0%2C0.7-8.6-7.9-25.7-25.7h-74.8v23.8h10.5V45V176.2z%20M391.4%2C176.2h-5.8h-16.5v-66h22.2v17.9V176.2z%20M369.2%2C23.8h22.2v60.5H376h-6.9%0A%09%09v-5.6V23.8z%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st3%22%20points%3D%22443.3%2C175.8%20433%2C175.8%20433%2C200%20463.5%2C200%20475%2C200%20489.5%2C200%20489.5%2C175.8%20480%2C175.8%20480%2C147.6%20%0A%09%09480%2C25.5%20489.5%2C25.5%20489.5%2C0%20433%2C0%20433%2C25.5%20443.3%2C25.5%20443.3%2C130.4%20%09%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st3%22%20points%3D%22505.6%2C175.8%20497.9%2C175.8%20497.9%2C200%20541.3%2C200%20552.9%2C200%20583.6%2C200%20595.1%2C187.7%20595.1%2C153.9%20%0A%09%09595.1%2C140.7%20566.9%2C140.7%20566.9%2C159.5%20566.9%2C175.8%20542.6%2C175.8%20542.6%2C160.5%20542.6%2C115.8%20556.6%2C115.8%20556.6%2C133%20580.1%2C133%20%0A%09%09580.1%2C67.7%20556.6%2C67.7%20556.6%2C85%20542.6%2C85%20542.6%2C25.5%20566.9%2C25.5%20566.9%2C60.8%20595.1%2C60.8%20595.1%2C0%20497.9%2C0%20497.9%2C25.5%20505.6%2C25.5%20%0A%09%09505.6%2C155.6%20%09%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st3%22%20points%3D%22682.8%2C73.5%20682.8%2C0%20669.5%2C0%20659%2C5.5%20652.7%2C0%20627.3%2C0%20603.5%2C24.2%20603.5%2C91.7%20628.1%2C116.2%20654.3%2C116.2%20%0A%09%09654.3%2C128.5%20654.3%2C176.2%20630.8%2C176.2%20630.8%2C140.6%20630.8%2C128.7%20604.5%2C128.7%20604.5%2C151%20604.5%2C200%20619.1%2C200%20625%2C200%20629.8%2C195.2%20%0A%09%09630.7%2C195.9%20637%2C200%20666.3%2C200%20687.5%2C176.2%20687.5%2C107.3%20687.5%2C106.8%20667%2C83%20635.5%2C83%20635.5%2C24.2%20656.8%2C24.2%20656.8%2C73.5%20%09%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st2%22%20points%3D%22774%2C78.5%20774.8%2C78.5%20786.4%2C78.5%20802.8%2C78.5%20802.8%2C0.7%20802.8%2C0%20786%2C0%20780.5%2C8.7%20769.3%2C0%20742.8%2C0%20%0A%09%09719.3%2C23.8%20719.3%2C83.3%20719.3%2C176.2%20739%2C196.6%20742.3%2C200%20778.8%2C200%20802.8%2C176.2%20802.8%2C167%20802.8%2C121.5%20786.4%2C121.5%20774.8%2C121.5%20%0A%09%09774%2C121.5%20774%2C176.2%20756.8%2C176.2%20756.8%2C50.3%20756.8%2C23.8%20774%2C23.8%20774%2C33.1%20%09%22%2F%3E%0A%09%3Cpath%20class%3D%22st2%22%20d%3D%22M821.4%2C176.2h-10.2V200h11.2h45.8v-23.8h-6.5h-3v-65h5.5h11.7v7.6v47.7v9.7l14.7%2C23.3l0.3%2C0.4h25.2v-19v-4.8%0A%09%09h-5.5V140v-25.6l-13.3-13.3l-0.2-0.2l2.2-1.5l11.3-7.8v-2.5V24.2L882.4%2C0h-18.2h-11.6h-41.5v24.2h10.2v132.1V176.2z%20M858.7%2C24.2%0A%09%09h5.5h12.5V87h-12.5h-5.5V24.2z%22%2F%3E%0A%09%3Cpolygon%20class%3D%22st2%22%20points%3D%22934.8%2C166.2%20934.8%2C175.8%20924.5%2C175.8%20924.5%2C200%20981%2C200%20981%2C175.8%20971.5%2C175.8%20971.5%2C133.1%20%0A%09%09971.5%2C81.9%20971.5%2C25.5%20981%2C25.5%20981%2C9.1%20981%2C0%20942%2C0%20930.5%2C0%20924.5%2C0%20924.5%2C25.5%20930.5%2C25.5%20934.8%2C25.5%20934.8%2C119%20%09%22%2F%3E%0A%09%3Cpath%20class%3D%22st2%22%20d%3D%22M1089.9%2C87.2V25.7c0%2C0.6-6.4-5.8-19.3-19c-2-2.1-4.2-4.3-6.5-6.7h-31h-43.7v23.8h10.5v24.2v55.5v72.8h-10.5%0A%09%09V200h74.8l28.5-23.8v-66l-13-12.8L1089.9%2C87.2z%20M1059.4%2C176.2h-22.2v-66h22.2V176.2z%20M1059.4%2C84.2h-22.2V57.5V23.8h22.2V25V84.2z%22%0A%09%09%2F%3E%0A%3C%2Fg%3E%0A%3C%2Fsvg%3E%0A)
Chicago Cubs: Ranking the team’s 3 worst trades of the last 50 years
No matter which team you root for, there are some trades in history that just didn’t break your way – and the Chicago Cubs are no exception. The one everyone constantly points to is the Lou Brock deal, and rightfully so. Brock went on to win a pair of World Series rings and amass over 2,700 hits in a Cardinals uniform while hitting a scorching .334 against his former team over the next 16 seasons.
Every generation of fan has that one trade they just can’t get over – or in some instances, there are more than one. But I took a crack at singling out 3 trades that stand out above the rest, including one that might be too soon to judge, but is still worth calling out given the events of recent years.
Cubs: 3 worst trades of the last 50 years: #3 – DJ LeMahieu heads to Colorado in the ill-fated trade that netted Ian Stewart
Theo Epstein largely gets a pass given he was the architect of the first Cubs World Series team in more than a century, but one of the first moves of his tenure is one that only looks worse with time.
Chicago sent infielder DJ LeMahieu and outfielder Tyler Colvin to the Rockies in exchange for Ian Stewart and reliever Casey Weathers. Colvin had never been the same since his freak injury, unable to recapture any semblance of power and, to that point, LeMahieu showed no signs of being anything remarkable.
However, since that trade, LeMahieu has won a pair of Silver Sluggers, two batting titles and three Gold Gloves while batting .301 with a .357 OBP with the Rockies and Yankees. Thinking of his bat-to-ball skills ahead of the likes of the Cubs’ core is enough to prompt some wild fantasies. Instead, we got Stewart, who put the team on blast and was shown the door mid-season back in 2013.
Cubs: 3 worst trades of the last 50 years: #2- Jamie Moyer, Rafael Palmeiro traded to Texas in a massive nine-player deal
This one’s a doozy. The Cubs acquired a whopping six players in this trade: closer Mitch Williams, hurler Paul Kilgus and Steve Wilson, outfielder Pablo Delgado and infielders Curt Wilson and Luis Benitez, while sending the likes of Rafael Palmeiro, Jamie Moyer and a pitcher by the name of Drew Hall to the Rangers.
Now, obviously, looking back, people hate this trade because of the loss of Palmeiro. And rightfully so. His legacy is far more complicated now given his ties to PEDs, but he was an absolute monster in the 15 years following the trade, averaging 34 home runs, 106 RBI and a .291/.376/.528 slash line.
But we shouldn’t turn our noses up at Moyer, either, who quietly put together one of the longer careers in recent memory, pitching until age 49 before stepping away in 2012. He was a reliable mid-rotation starter and amassed over 4,000 innings in his big league career, even winning 20+ games twice with those powerful early-2000 Mariners teams.
The thought of Palmeiro’s power paired with the hits machine that was Mark Grace and the power of Sammy Sosa in the 90s sure makes you wonder how differently things might have gone. None of the guys who came back in the deal did much, with the exception of Williams’ brilliant 1989 campaign.
Cubs: 3 worst trades of the last 50 years: #1 – Future HOF closer Lee Smith gets sent to the Red Sox after requesting a trade in 1987
Lee Smith ranks among the best closers in baseball history – but that didn’t stop the Cubs from fulfilling his trade request and sending him to Boston in a deal that netted reliever Calvin Schiraldi and starting pitcher Al Nipper.
Nipper pitched just one season on the North Side and was pretty unremarkable – so much so, Chicago cut ties with the right-hander at the end of the 1988 campaign. His career lasted just two more seasons – which tells you all you need to know about any sort of ‘value’ the Cubs got in this return.
Meanwhile, Schiraldi lasted a whopping two seasons before the Cubs traded him to San Diego. All this to say, these two pitchers came nowhere near the production Smith had for the rest of his career. By the time the right-hander hung up his spikes, he racked up another 298 saves, making 564 appearances en route to a Cooperstown-worthy resume.
Honorable Mention: Eloy Jimenez, Dylan Cease traded to the South Side
Even just five years later, this trade doesn’t look good. Yes, the Cubs desperately needed controllable starting pitching, but at what cost? Jimenez has the potential to be one of the best offensive presences in the league and Dylan Cease is coming off a breakout 2021 season.
dark. Next. Top 5 free agent signings in Cubs history
Quintana took the ball every five days, but it’s pretty clear Epstein overpaid to get this deal done, hoping to light a fire under the reigning World Series champs. It’s hard to lump this in with the other trades mentioned here, but it has all the makings of one of those trades that just looks worse as more time passes.