Jackson Roberts

Jackson Roberts

Joined: Aug 12, 2024

Jackson Roberts is a former Division III All-Region DH who now writes and talks about sports for a living. A Bay Area native and a graduate of Swarthmore College and the Newhouse School at Syracuse University, Jackson makes his home in North Jersey. He grew up rooting for the Red Sox, Patriots, and Warriors, and he recently added the Devils to his sports fandom mosaic. For all business/marketing inquiries regarding Milwaukee Brewers On SI please reach out to Scott Neville: scott@wtfsports.org

Mar 14, 2023; Phoenix, Arizona, USA; Canada outfielder Dasan Brown celebrates with teammates after scoring against Colombia during the World Baseball Classic at Chase Field. Mandatory Credit: Mark J. Rebilas-USA TODAY Sports

Sep 23, 2025; San Diego, California, USA; Milwaukee Brewers starting pitcher Bruce Zimmermann (55) throws to first for an out during the fifth inning against the San Diego Padres at Petco Park. Mandatory Credit: David Frerker-Imagn Images

May 20, 2025; San Francisco, California, USA; A San Francisco Giants City Connect baseball hat is worn by San Francisco Giants catcher Patrick Bailey (14) before a game against the Kansas City Royals at Oracle Park. Mandatory Credit: Robert Edwards-Imagn Images

Milwaukee Brewers catcher William Contreras (24) is seen during the Milwaukee Brewers open workout ahead of the National League Division Series on Tuesday September 30, 2025 at American Family Field in Milwaukee, Wisconsin.

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The Milwaukee Brewers famously ticked off Corbin Burnes in arbitration. Now, they might do the same to William Contreras.

May 26, 2024; Minneapolis, Minnesota, USA; Texas Rangers pitcher Gerson Garabito (58) delivers a pitch against the Minnesota Twins during the first inning at Target Field. Mandatory Credit: Nick Wosika-Imagn Images

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Can the Milwaukee Brewers succeed with yet another reclamation project?

May 25, 2022; Atlanta, Georgia, USA; Detailed view of a Philadelphia Phillies hat and glove in the dugout against the Atlanta Braves in the eighth inning at Truist Park. Mandatory Credit: Brett Davis-Imagn Images

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The Milwaukee Brewers released this pitcher in the middle of their postseason run, and they'll now watch him try to make the roster for a National League contender.

Jun 8, 2024; Detroit, Michigan, USA; Milwaukee Brewers starting pitcher Freddy Peralta (51) throws a pitch against the Detroit Tigers in the second inning at Comerica Park. Mandatory Credit: Lon Horwedel-Imagn Images

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The Milwaukee Brewers might trade Freddy Peralta, or they might not. Here's what an insider projects as of Tuesday.

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The Major League Baseball transactions log has been catching up on some of the activity from December, and the Milwaukee Brewers have lost more free agents than

Jul 13, 2025; Milwaukee, Wisconsin, USA; Milwaukee Brewers starting pitcher Freddy Peralta (51) is greeted in the dugout after pitching six plus innings against the Washington Nationals at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images

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The Milwaukee Brewers have plenty of things still to accomplish with the offseason speeding to a close.

Jul 28, 2023; Atlanta, Georgia, USA; A detailed view of a Milwaukee Brewers hat and glove on the bench against the Atlanta Braves in the second inning at Truist Park. Mandatory Credit: Brett Davis-Imagn Images

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The Milwaukee Brewers can regenerate All-Star closers, it seems. Will the experiment work again?

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Ernesto Martinez Jr. left the Milwaukee Brewers organization to play for the New York Yankees.

May 27, 2024; Milwaukee, Wisconsin, USA; Milwaukee Brewers third baseman Joey Ortiz (3) reacts after being called out on strikes in the second inning against the Chicago Cubs at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images

The Milwaukee Brewers need more from Joey Ortiz, but manager Pat Murphy seems confident that they'll get it.

Milwaukee Brewers catcher Jeferson Quero waits his turn in the batting cage during spring training workouts Saturday, February 15, 2025, at the American Family Fields of Phoenix in Phoenix, Arizona.

Will this young Milwaukee Brewers catcher crack the 26-man roster?

Jun 14, 2025; Boston, Massachusetts, USA; A general view of a New York Yankees cap on the dugout railing prior to a game against the Boston Red Sox at Fenway Park. Mandatory Credit: Bob DeChiara-Imagn Images

The Milwaukee Brewers either didn't try to retain Travis MacGregor, or he chose to join the New York Yankees over a return.

Oct 9, 2024; New York, New York, USA; A view of the big apple in center field before game four of the NLDS for the 2024 MLB Playoffs between the Philadelphia Phillies and New York Mets at Citi Field. Mandatory Credit: Brad Penner-Imagn Images

The Milwaukee Brewers have lost a minor-league free agent to the New York Mets.