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 Boston Red Sox On SI, please reach out to Scott Neville: scott@moreviewsmedia.com

Apr 26, 2026; Baltimore, Maryland, USA; Boston Red Sox Interim Manager Chad Tracy looks on before a game against the Baltimore Orioles at Oriole Park at Camden Yards. Mandatory Credit: Daniel Kucin Jr.-Imagn Images

Boston Red Sox News

May 4, 2026; Detroit, Michigan, USA; Boston Red Sox first baseman Willson Contreras (40) in the field in the third inning against the Detroit Tigers at Comerica Park. Mandatory Credit: Rick Osentoski-Imagn Images

Boston Red Sox News

May 12, 2024; Boston, Massachusetts, USA; A bag of baseballs sits on the diamond before a game against between the Boston Red Sox and the Washington Nationals at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

LSU Tigers' Anthony Eyanson (24) pitches the ball as Auburn Tigers take on LSU Tigers at Plainsman Park in Auburn, Ala., on Saturday, April 12, 2025.

Boston Red Sox News

Mar 26, 2026; Cincinnati, Ohio, USA; Boston Red Sox shortstop Isiah Kiner-Falefa (2) bats against the Cincinnati Reds in the fourth inning at Great American Ball Park. Mandatory Credit: Katie Stratman-Imagn Images

Boston Red Sox News

This veteran bench player was deemed a top trade candidate this summer for the Boston Red Sox.

Apr 29, 2026; Toronto, Ontario, CAN; Boston Red Sox starting pitcher Brayan Bello (66) pitches to the Toronto Blue Jays during the third inning at Rogers Centre. Mandatory Credit: John E. Sokolowski-Imagn Images

Boston Red Sox News

It was a huge night for Boston Red Sox starter Brayan Bello on Tuesday.

Apr 8, 2026; Boston, Massachusetts, USA; Boston Red Sox starting pitcher Sonny Gray (54) salutes fans after being relieved of pitching duties during the seventh inning against the Milwaukee Brewers at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

The Boston Red Sox appear set to welcome back Sonny Gray on Wednesday.

May 16, 2025; Boston, Massachusetts, USA; Boston Red Sox relief pitcher Nick Burdi (68) throws against the Atlanta Braves during the ninth inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

It was a long, up-and-down professional career for right-handed pitcher Nick Burdi.

Apr 26, 2026; Baltimore, Maryland, USA; Boston Red Sox third baseman Caleb Durbin (5) throws to first for an out during the sixth inning against the Baltimore Orioles at Oriole Park at Camden Yards. Mandatory Credit: Daniel Kucin Jr.-Imagn Images

Boston Red Sox News

The Boston Red Sox traded for Caleb Durbin because they could. They decided to figure out the rest later.

Boston Red Sox News

When will the Boston Red Sox need to start weighing a sale at the trade deadline?

Feb 17, 2025; Lee County, FL, USA; Boston Red Sox owner John W. Henry attends spring training at Jet Blue Park at Fenway South. Photo Credit: Chris Tilley-Imagn Images

Boston Red Sox News

The Boston Red Sox's owner spoke up (via email) on what he thinks of fan base unrest early this year.

May 4, 2026; Detroit, Michigan, USA; Boston Red Sox left fielder Roman Anthony (19) is checked on by interim manager Chad Tracy (17) and the trainer in the first inning against the Detroit Tigers at Comerica Park. Mandatory Credit: Rick Osentoski-Imagn Images

Boston Red Sox News

Year two in Major League Baseball for Boston Red Sox outfielder Roman Anthony is turning into a bit of a nightmare.

Boston Red Sox pitcher Payton Tolle (70) throws against Detroit Tigers during the first inning at Comerica Park in Detroit on Monday, May 4, 2026.

Boston Red Sox News

The Boston Red Sox saw a masterpiece from rookie Payton Tolle on Monday.

Feb 17, 2026; Lee County, FL, USA; Boston Red Sox pitcher Alec Gamboa (68) poses for a photo during media day at JetBlue Park. Mandatory Credit: Kim Klement Neitzel-Imagn Images

Boston Red Sox News

The Boston Red Sox are making some moves on the pitching side ahead of Monday's series opener.

May 14, 2025; Detroit, Michigan, USA; Detroit Tigers pitcher Tarik Skubal (29) pitches in the first inning against the Boston Red Sox at Comerica Park. Mandatory Credit: Rick Osentoski-Imagn Images

Boston Red Sox News

Here's what Detroit Tigers starter Tarik Skubal had to say about facing a completely different Boston Red Sox staff.

Apr 27, 2026; Toronto, Ontario, CAN; Boston Red Sox thrid baseman Caleb Durbin (5) hits an RBI single against the Toronto Blue Jays in the sixth inning at Rogers Centre. Mandatory Credit: Dan Hamilton-Imagn Images

Boston Red Sox News

The Boston Red Sox have a lot of reasons for concern, so let's talk about the top five.