And that ended up being the case. Just not in a way anyone expected.
While the move for Montgomery didn't garner the headlines of the Chapman deal, it ended up being just as important in Chicago's quest for a World Series title. With that in mind, we went through the past 10 postseasons and picked out a player from an overlooked trade who made an impact that October.
Marco Scutaro’s postseason run with the Giants started on an underwhelming note. After being acquired by San Francisco at the Trade Deadline (and being overshadowed by the subsequent trade for Hunter Pence), Scutaro batted .362 in 61 regular-season games with the Giants. But that regular season success didn’t carry over to the start of the postseason, as Scutaro batted .150 in the NLDS.
And then the NLCS happened.
Scutaro recorded a record-tying 14 hits against St. Louis in the NLCS, helping power the Giants back from a 3-1 series deficit to beat the Cardinals in seven games. Scutaro batted .500 for the series with four RBIs, two walks and only one strikeout while recording five two-hit games, one one-hit game and one three-hit game. His biggest hit was a two-run double in the second inning of the Giants’ 6-1 win in game six.
While Scutaro cooled off in the World Series, he drove in the game-winning run in the 10th inning of Game 4 to secure San Francisco’s World Series win.
Scutaro ended up playing two more seasons with the Giants, and was named an All-Star in 2013, batting .297 with 31 RBIs. Culberson played two years in Colorado, and has since spent time with the Dodgers, Braves and Rangers.
The Cardinals’ acquisition of Axford is the quintessential overlooked Trade Deadline deal. It involved a middle reliever (Axford lost his role as the Brewers’ closer at the beginning of the season), occurred at the August waiver Trade Deadline (remember that?) and involved a player to be named -- a staple of any trade that will immediately be overlooked.
While this trade barely moved the needle, it helped the Cardinals in October. After throwing well for St. Louis in September (1-0, 1.72 ERA in 10 1/3 innings), Axford was nearly perfect in the postseason, allowing one run across 5 2/3 innings.
Axford left St. Louis after 2013 and played six more seasons for seven different teams. Blazek spent parts of four seasons with the Brewers and last appeared for the Nationals in 2019.
In 2013, the Red Sox acquired Jake Peavy in a massive three-team, seven-player deal that was the talk of the Trade Deadline. In 2014, Peavy was on the move again -- just without the fanfare. As Boston was in the process of bottoming out after its 2013 World Series win, it shipped Peavy across the country to a Giants team that was in a neck-and-neck battle with the Dodgers for the NL West crown.
While Los Angeles ended up winning the division, Peavy pitched well for the Giants, going 6-4 with a 2.17 ERA in 12 regular-season starts. Peavy turned it up a notch in the NLDS opener, tossing 5 2/3 scoreless innings against the Nationals for his first postseason win. Even though Peavy finished the postseason with three rough starts, his fiery start against Washington set the tone for another year of even-year domination from the Giants.
Peavy spent two more seasons with the Giants and finished his Bay Area tenure with a 3.97 ERA in 308 innings. Escobar pitched two innings for Boston and also appeared for the D-backs, while Hembree spent parts of seven seasons with Boston and was recently released by the Pirates.
Like Axford, Reed was a former closer who was quietly dealt to a contender at the August waiver Trade Deadline. After going all in at the July Trade Deadline by dealing for veterans Yoenis Céspedes, Tyler Clippard, Kelly Johnson and Juan Uribe, the Mets shored up their bullpen by dealing for Reed, who started the year as Arizona’s closer.
Reed was nearly unhittable in the regular season (1.17 ERA with a save in 15 1/3 innings) before actually being unhittable in the NLCS, tossing two perfect innings in the Mets’ sweep of the Cubs.
Even though Reed faltered in the World Series, the right-hander ended up becoming a key piece of the Mets’ bullpen and even served as the team’s closer for part of 2017. Reed finished his three years in New York with a 2.09 ERA in 142 innings. Díaz never appeared in a Major League game, while Koch appeared in four seasons with Arizona and threw 4 1/3 innings with the Mariners earlier this year.
Montgomery was a bit of a Swiss army knife for Chicago in the regular season (he made 12 appearances out of the bullpen and started five games), but settled strictly into a bullpen role in the postseason, where he put together an 11-appearance run that will forever stick in Cubs lore.
After being lights out in the NLDS and having a hiccup in the NLCS, Montgomery allowed one run over 4 2/3 innings in the World Series.
Montgomery stuck in Chicago for parts of three more seasons -- serving as both a reliever and starter -- before being traded to the Royals. He’s currently playing for the Mets' Triple-A affiliate in Syracuse. Vogelbach (an All-Star in 2019) plays for the Pirates, while Blackburn is putting together the best year of his career for the A’s.
For the third time, a team is on this list because it bought low on a former closer.
Watson, who had a 2.68 ERA, 7.9 K/9 and 2.5 BB/9 over seven seasons with Pittsburgh, was knocked out of the Pirates’ closer role that June, thus making him expendable. But with Kenley Jansen set as the Dodgers’ closer, Watson thrived in a setup role. He did not allow a run in nine of his 11 postseason appearances
While the Dodgers would probably want Cruz back, Watson ended up being the final piece of Los Angeles' bullpen puzzle, although they would ultimately fall to Houston in seven games.
Pearce only needed four at-bats to become the stuff of New England legend. After being limited to 76 regular-season games due to injuries, Pearce reached another level in the Fall Classic, mashing three home runs and tallying seven RBIs in the final two games of the series.
After going hitless in the first three games, Pearce clubbed a game-tying home run in the eighth inning off Jansen in Game 4. In his next at-bat, he hit a three-run double in the ninth inning to increase Boston’s lead. A day later, he clobbered two home runs in the decisive Game 5 and was named World Series MVP.
While Espinal has blossomed into a solid, versatile player for the Blue Jays, Pearce’s magical run made the trade worth it for the Red Sox.
Another reliever. Sensing a trend here? Hudson was a bit of an unknown when he arrived in the nation’s capital (he was averaging 4.3 walks per nine innings in Toronto), but turned into a different pitcher with the Nationals.
Hudson started his postseason run with a dramatic save in the Nationals' comeback win in the Wild Card Game and finished it with a perfect ninth inning that secured the first World Series win in Nationals history.
Despite missing Game 1 of the World Series to witness the birth of his third daughter, Hudson recorded four saves, one hold and one win in 9 2/3 postseason innings. Johnston, who is in Triple-A with Toronto, has yet to appear in the Major Leagues.
While Phillips only had one at-bat in the World Series, he certainly made it count.
Facing Jansen with a 1-2 count and two outs in the bottom of the ninth of Game 4, Phillips lined a hit to center field that set off one of the oddest sequences in baseball history. Chris Taylor booted the ball in the outfield, Will Smith couldn't handle the relay throw at the plate and Randy Arozarena fell while running home but eventually scored, a calamity of errors that ended with Phillips celebrating in center field.
Phillips has since become a cult hero with Tampa Bay, and has pitched his way into our hearts.
The 2021 Braves are a case study in how to remake an outfield on the fly. Five days after star outfielder Ronald Acuña Jr. tore his ACL, the Braves swung a deal for Pederson to play a corner outfield spot. Two weeks after that, the Braves dealt for outfielders Adam Duvall, Jorge Soler and Eddie Rosario.
While Pederson was the only member of that foursome not to start in Atlanta's postseason opener, he made his presence felt with a pinch-hit opposite-field home run in Game 1 of the NLDS.
That homer kicked off a frantic NLDS for Pederson, who batted .429 with two home runs and five RBIs in Atlanta’s series win against the Brewers. He added one final ‘Joctober’ moment with a 454-foot home run against his former team in the NLCS.
He wasn't the only outfield acquisition to make his presence known in the postseason. Rosario was named NLCS MVP after he batted .560 with 14 hits, three home runs and nine RBIs in the series while Soler was named World Series MVP after he slugged three home runs in the Fall Classic -- one of which put the Braves on top for good in the decisive Game 6