For the second year in a row, Jewish star third baseman Alex Bregman has signed a lucrative free-agent contract with a team that is run by a Jewish executive and plays in a historic ballpark in a city with a significant Jewish community.

Last year, it was the Boston Red Sox. Now, Bregman is headed to the Chicago Cubs - a team whose Jewish fans possess almost religious devotion.

Bregman, who had opted out of a three-year, $120 million deal with Boston, has signed a five-year, $175 million pact with the Cubs. It is the second-largest contract ever signed by a Jewish ballplayer, behind Max Fried’s $218 million contract in 2024. Bregman previously signed a five-year, $100 million extension with the Houston Astros in 2019.

Bregman, who played the first nine years of his career in Houston, has been one of baseball’s premier third basemen over the past decade, with three All-Star selections, a Gold Glove, a Silver Slugger, and two World Series rings. He’s also heralded for his leadership on and off the field.

Bregman grew up in Albuquerque, New Mexico, where he played baseball in high school and also, according to his mother, was once teased while leaving school for a bar mitzvah lesson. His grandfather, the onetime attorney for the Washington Senators whom she said Bregman called “zeyde,” gave him a collection of baseball cards featuring Jewish players.

L-R Scott Boras, Alex Bergman and Jed Hoyer as Bregman is introduced as a new Chicago Cubs player at a press conference at Wrigley Field.
L-R Scott Boras, Alex Bergman and Jed Hoyer as Bregman is introduced as a new Chicago Cubs player at a press conference at Wrigley Field. (credit: David Banks-Imagn Images via Reuters)

His great-grandfather fled antisemitism in Belarus and fell in love with sports in the United States, The Athletic reported in 2017, as Bregman hurtled toward his World Series win.

“It’s the fulfillment of four generations of short Jewish Bregmans who dreamed of playing in the major leagues,” his father, Sam, now the district attorney in Albuquerque’s county as well as a Democratic candidate for New Mexico governor, said at the time. “The big leagues and the World Series. One hundred twenty years in America fulfilled by Alex in this World Series.”

Bregman's outspoken Jewish pride

Bregman has also been vocal about his Jewish pride. He celebrated Hanukkah with a local synagogue in Houston, and following the October 7 massacre that launched the Israel-Hamas War, Bregman drew a Star of David on his hat during a playoff game and participated in a video of Jewish players calling on fans to support Israel.

Some Jewish fans hoped Bregman’s shows of solidarity with Israel would lead him to suit up for another new squad this spring, Team Israel at the upcoming World Baseball Classic. But Bregman announced this week that he will play for Team USA again. Another Jewish ballplayer, Rowdy Tellez, will rejoin team Mexico, taking two big names off the recruitment board for Israel.

Back in 2018, as Bregman was first emerging as a major star, he said he regretted taking a pass on Team Israel the previous year, when it made it to the second round of play. Suiting up for the US team, Bregman had just four at-bats as a backup player.

Now, he has selected a jersey number for his Cubs era that reflects his aspirations.

“I wore No. 3 because I want a third championship,” Bregman said during his first press conference with his new club on Thursday.