The Milwaukee Brewers keep turning October into a comeback reel, and now they’ve played their way into the same neighborhood as one of baseball’s modern heavyweights.
Through 10 games of the 2026 postseason, Milwaukee has found itself behind in eight of them. Seven times, the Brewers have shaken off that hole and won anyway. That run has pushed them to a 9-1 playoff record and left them two victories away from the franchise’s first World Series title.
Saturday night at American Family Field brought the latest example. Down four runs, the Brewers clawed back to beat the Tampa Bay Rays 5-4 in Game 2 of the World Series and take a 2-0 series lead.
That kind of resilience is why the comparison to the 2018 Red Sox has started to land. Boston, which won 108 regular-season games that year, finished its championship postseason at 11-3. Milwaukee, which led Major League Baseball with 103 wins in the regular season, now has a shot to finish with an even better postseason winning percentage than that Red Sox team.
The Brewers’ latest rally also put them in a very small club. They became just the fifth team in MLB history to overcome multiple four-run deficits for wins in the same postseason, joining the 1996 New York Yankees, 2002 Anaheim Angels, 2005 Chicago White Sox and 2022 Philadelphia Phillies.
Boston’s 2018 run followed a similar pattern of blunt-force offense and timely damage. Led by Mookie Betts, J.D. Martinez, Chris Sale and eventual World Series MVP Steve Pearce, the Red Sox beat the New York Yankees in four games in the American League Division Series and then knocked out the Houston Astros in five games in the AL Championship Series.
They kept the pressure on in the World Series, too. After dispatching the Dodgers in five games to win their fourth title since 2004, the Red Sox showed the same kind of late-game fight Milwaukee is showing now.
In Game 4, Boston trailed Los Angeles 4-0 entering the seventh inning, then scored nine unanswered runs to win 9-6. The next night, the Red Sox finished off the series with a 5-1 victory.
Milwaukee’s current pace would put the club in some elite postseason company of its own. The Brewers enter Monday with a .900 postseason winning percentage, better than Boston’s .786 mark in 2018. If they win the next two games, they would finish 11-1 and match the 1999 Yankees and 2005 White Sox for the best postseason winning percentage of the Wild Card Era.
A big reason the Brewers have survived all these tight spots has been the bullpen. Milwaukee relievers own a 1.24 ERA through 10 postseason games, and eight of the team’s nine wins have gone to relief pitchers. That matches the 2015 Kansas City Royals for the most relief wins in a single postseason.
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Brewers Let A Title-Clinching Chance Slip Away In Game 4
A title-clinching chance was there for Milwaukee on Sunday night, and for a while it looked like the Brewers might leave Tropicana Field with the championship wrapped up. Instead, a tense Game 4 stretched deep into extra innings, with the Tampa Bay Rays pulling out a 4-3 comeback win in 12 innings to keep the World Series going and trim Milwaukees series lead to 3-1.
The Brewers had put themselves in position to finish the job, only to watch the game turn in the final inning of the night. What had felt like a closing opportunity became a reminder that nothing comes easily in October, and Milwaukee now heads into the next game still up in the series but with the Rays suddenly alive again. [Read more 🡒]
Brewers Top Prospect Keeps Turning Up Pressure On Milwaukee's Timeline
Jesus Made keeps giving the Brewers something to think about, and the timing hardly could be more interesting for a franchise that has built its recent success on getting younger talent to arrive at the right moment. The 19-year-old finished the 2026 minor league season with a .271 average, 14 homers, 91 RBIs and 37 steals in Double-A, a performance that set a franchise RBI mark and earned Southern League All-Star honors.
Now he is carrying that momentum into the Dominican Professional Baseball League, where he has kept producing early in the winter season. The bigger question for Milwaukee is how quickly the organization wants to move him, especially with Made still having not taken a Triple-A at-bat and the possibility that his path could jump a step before next season even begins. [Read more 🡒]
Brewers Rookie Looked Ready To Clinch It Until Everything Unraveled
For a few tense minutes in Game 4 of the World Series, it looked like Cooper Pratt had delivered the kind of breakthrough swing Milwaukee could build around. The rookie came through in the 12th inning with a go-ahead homer that put the Brewers ahead 3-2, a moment that seemed to tilt a back-and-forth game firmly in their direction.
Instead, the finish turned into a collapse that sent the series to a fifth game. A defensive miscue cracked the door open, and the bullpen that had been so steady through the postseason could not close it, with left-hander Shane Drohan taking the loss after Tampa Bay strung together four straight hits. For Milwaukee, it was the kind of ending that lingers - one that left a rookie's big swing buried under a far messier final inning. [Read more 🡒]
