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20 MLB Stars Who Always Found a Way to Win

Some players don’t just play the game — they tilt it in their favor. These stars always came out on top when it mattered most, whether with clutch hits, big-game moments, or a relentless competitive fire.

This list concerns the winners, from dynastic legends to quietly dominant grinders. Not necessarily the flashiest or loudest, just the guys who got it done again and again, often when the stakes were highest.

20. Madison Bumgarner

Apr 19, 2023; St. Louis, Missouri, USA; Arizona Diamondbacks starting pitcher Madison Bumgarner (40) exchanges words with St. Louis Cardinals designated hitter Willson Contreras (not pictured) during the third inning at Busch Stadium.
Jeff Curry-Imagn Images

If there were a postseason mountain to climb, Bumgarner would already be at the top waiting. He made October look like a casual bullpen session.

19. Jorge Posada

Oct 3, 2011; Detroit, MI, USA; New York Yankees designated hitter Jorge Posada (20) at bat during game three of the 2011 ALDS against the Detroit Tigers at Comerica Park.
Rick Osentoski-Imagn Images

Posada never needed to be the loudest voice in the room. He was quietly essential to the Yankees’ winning machine. He just kept catching, hitting, and helping them win.

18. Paul Molitor

Mar 10, 2015; Dunedin, FL, USA; Minnesota Twins manager Paul Molitor (4) works out prior to the spring training game against the Toronto Blue Jays at Florida Auto Exchange Park.
Kim Klement-Imagn Images

Molitor made every team better and seemed to have winning in his DNA. Whether it was Milwaukee or Toronto, the guy just arrived and delivered.

17. Justin Turner

May 13, 2025; Chicago, Illinois, USA; Chicago Cubs first base Justin Turner (3) hits a walk-off two-run double against the Miami Marlins during the ninth inning at Wrigley Field.
Kamil Krzaczynski-Imagn Images

Turner became the heart and soul of a perennial Dodgers contender. His playoff bat was always hot when the moment called for it.

16. Orlando “El Duque” Hernández

June 24, 2006; Toronto, ON, USA; New York Mets starting pitcher (26) Orlando Hernandez delivers a pitch against the Toronto Blue Jays at the Rogers Centre.
Tom Szczerbowski-Imagn Images

The guy pitched like he was born for October. No matter the pressure, El Duque delivered wins when the Yankees needed them most.

15. Miguel Tejada

Aug 26, 2011; San Francisco CA, USA; San Francisco Giants third baseman Miguel Tejada (10) prepares for a bunt during the third inning against the Houston Astros at AT&T Park.
Kelley L Cox-Imagn Images

Tejada was a glue guy with pop who helped carry Oakland through its Moneyball years. He wasn’t just stats — he was spark.

14. Jon Lester

Jul 24, 2021; Baltimore, Maryland, USA; Washington Nationals starting pitcher Jon Lester (34) pitches against the Baltimore Orioles during the first inning at Oriole Park at Camden Yards.
Scott Taetsch-Imagn Images

Big-game pitcher with ice in his veins, Lester brought championships to both Boston and Chicago. Not many can say that.

13. Kenny Lofton

Unknown date 1995; Cleveland, OH, USA; FILE PHOTO; Cleveland Indians center fielder Kenny Lofton at the plate during the 1995 season at Jacob's Field
Tony Tomsic-Imagn Images

Everywhere he went, winning seemed to follow. Lofton brought elite speed, defense, and postseason energy to many playoff teams.

12. Jorge Soler

May 30, 2025; Cleveland, Ohio, USA; Los Angeles Angels right fielder Jorge Soler (12) rounds third base en route to scoring during the second inning against the Cleveland Guardians at Progressive Field.
Ken Blaze-Imagn Images

Soler turned into a postseason monster seemingly out of nowhere. When he got hot, he was the X-factor in championship runs.

11. Yadier Molina

Oct 8, 2022; St. Louis, Missouri, USA; St. Louis Cardinals catcher Yadier Molina (4) hits a single for his final postseason at bat in the ninth inning against the Philadelphia Phillies during game two of the Wild Card series for the 2022 MLB Playoffs at Busch Stadium.
Jeff Curry-Imagn Images

Molina wasn’t just a catcher — he was the Cardinals’ on-field GPS. If winning is a habit, he had it in spades.

10. David Justice

1998, Bronx, NY, USA; FILE PHOTO; Cleveland Indians designated hitter David Justice in action at the plate at Yankee Stadium during the 1998 season.
RVR Photos-Imagn Images

Justice came up big in huge moments and always seemed to be on the contending teams. He was the clutch bat that contenders coveted.

9. Manny Ramirez

August 19, 2008: Los Angeles, CA, USA: Los Angeles Dodgers left fielder Manny Ramirez (99) hits in the fifth inning against the Colorado Rockies at Dodger Stadium.
Gary A. Vasquez-Imagn Images

Manny being Manny meant also being a ridiculous playoff performer. When the spotlight got bright, his bat got even louder.

8. Derek Jeter

Feb 27, 2014; Tampa, FL, USA; New York Yankees shortstop Derek Jeter (2) works out prior to the game against the Pittsburgh Pirates at George M. Steinbrenner Field.
Kim Klement-Imagn Images

Jeter lived for the moment and made winning look effortless. You just expected him to pull something off in crunch time.

7. Albert Pujols

Oct 3, 2022; Pittsburgh, Pennsylvania, USA; St. Louis Cardinals designated hitter Albert Pujols (5) rounds the bases on a two run home run against the Pittsburgh Pirates during the sixth inning at PNC Park. The home run was the 703rd of Pujols career and the two runs batted in moved him into second place on the all-time MLB RBI list with 2216 runs batted in.
Charles LeClaire-Imagn Images

Pujols mashed during the regular season and stepped up when the lights got bright. His early Cardinals years were a masterclass in championship-level baseball.

6. Andy Pettitte

Sep 28, 2013; Houston, TX, USA; New York Yankees starting pitcher Andy Pettitte (46) pitches during the first inning against the Houston Astros at Minute Maid Park.
Troy Taormina-Imagn Images

You needed a postseason win? You called Pettitte. He made October look like a second home.

5. Buster Posey

Jun 15, 2021; San Francisco, California, USA; San Francisco Giants catcher Buster Posey (28) is hit by a wild pitch from Arizona Diamondbacks starting pitcher Corbin Martin (not seen) in the fifth inning at Oracle Park.
John Hefti-Imagn Images

Posey was the calm in the storm for the Giants’ three-title run. A leader behind the plate and a bat you trusted in any moment.

4. Alex Bregman

May 16, 2025; Boston, Massachusetts, USA; Boston Red Sox third baseman Alex Bregman (2) runs out of the dugout before the start of a game against the Atlanta Braves at Fenway Park.
Eric Canha-Imagn Images

Say what you want, but Bregman shows up when it matters. He’s been a key cog in Houston’s never-ending playoff runs.

3. Reggie Jackson

July 1980; Cleveland, OH,USA; FILE PHOTO; New York Yankees right fielder Reggie Jackson in action against the Cleveland Indians at Cleveland Stadium during the 1980 season.
Malcolm Emmons-Imagn Images

They didn’t call him Mr. October for nothing. Reggie hit when it counted and made sure everyone knew it.

Read More: Ranking the All-Time Kings of Clutch in MLB

2. Mariano Rivera

Apr 15, 2007; Oakland, CA, USA; New York Yankees closing pitcher Mariano Rivera (42) pitches against the Oakland Athletics during the 9th inning at McAfee Coliseum in Oakland, CA. In honor of Jackie Robinson on the 60th Anniversary of Robinson breaking the color barrier in professional baseball, players were allowed to wear number 42. Rivera is currently the only active player to wear number 42.
Kyle Terada-Imagn Images

The ultimate closer who locked down more playoff games than some teams even reached. If he entered the game, you already started writing the W.

Read More: The 15 Biggest Playoff Chokers in MLB History

1. David Ortiz

May 10, 2009; Boston, MA, USA; Boston Red Sox designated hitter David Ortiz (34) hits a double during the eighth inning against the Tampa Bay Rays at Fenway Park. Boston defeated Tampa Ray 4-3.
David Butler II- Imagn Images

Ortiz didn’t just win games — he dragged teams to victory. If clutch had a face, it would be Big Papi in October.

Read More: 10 MLB Catchers You Did Not Want to Cross

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