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

Jun 18, 2026; Boston, Massachusetts, USA; Boston Red Sox left fielder Jarren Duran (16) looks on after striking out against the Toronto Blue Jays during the second inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

May 28, 2026; Boston, Massachusetts, USA; Atlanta Braves starting pitcher Chris Sale (51) pitches against the Boston Red Sox during the first inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

May 18, 2026; Seattle, Washington, USA; Chicago White Sox relief pitcher Jordan Hicks (44) pitches to the Seattle Mariners during the seventh inning at T-Mobile Park. Mandatory Credit: Steven Bisig-Imagn Images

Boston Red Sox News

May 24, 2026; Boston, Massachusetts, USA; Boston Red Sox starting pitcher Sonny Gray (54) walks to the dugout after pitching during the third inning against the Minnesota Twins at Fenway Park. Mandatory Credit: Bob DeChiara-Imagn Images

Boston Red Sox News

Jun 18, 2026; Boston, Massachusetts, USA; Toronto Blue Jays second baseman Ernie Clement (22) scores a run against the Boston Red Sox during the ninth inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

The math doesn't support the Boston Red Sox getting back into the race.

Cincinnati Reds minor-league pitching coordinator Kyle Boddy walks around the bullpen during spring practice, Sunday, Feb. 23, 2020, at the baseball team's spring training facility in Goodyear, Ariz.

Cincinnati Reds Spring Training 2 23 2020

Boston Red Sox News

The Boston Red Sox no longer have a professional relationship with Kyle Boddy. Here's the explanation Boddy gave.

May 16, 2026; Atlanta, Georgia, USA; Boston Red Sox pitcher Aroldis Chapman (44) enters a game against the Atlanta Braves in the ninth inning at Truist Park. Mandatory Credit: Brett Davis-Imagn Images

Boston Red Sox News

Do the Boston Red Sox need to trade closer Aroldis Chapman?

Jun 12, 2026; Boston, Massachusetts, USA; Boston Red Sox starting pitcher Sonny Gray (54) pitches against the Texas Rangers during the first inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

Where will Sonny Gray pitch after the upcoming trade deadline?

May 24, 2026; Boston, Massachusetts, USA; Boston Red Sox shortstop Marcelo Mayer (11) throws to first during the third inning against the Minnesota Twins at Fenway Park. Mandatory Credit: Bob DeChiara-Imagn Images

Boston Red Sox News

The Boston Red Sox can’t fall into the trap of thinking some of these players are expendable.

Sep 26, 2025; Boston, Massachusetts, USA; Boston Red Sox second baseman Romy Gonzalez (23) runs home to score the game winning run against the Detroit Tigers during the ninth inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

Boston Red Sox News

Could the Boston Red Sox be setting Romy Gonzalez up to underdeliver?

Jun 5, 2026; Bronx, New York, USA; Boston Red Sox first baseman Willson Contreras (40) reacts after an RBI single during the third inning against the New York Yankees at Yankee Stadium. Mandatory Credit: Vincent Carchietta-Imagn Images

Boston Red Sox News

This awful season for the Boston Red Sox just got another reality check.

May 26, 2026; Boston, Massachusetts, USA; Atlanta Braves pitcher Spencer Strider (99) on the mound against the Boston Red Sox in the first inning at Fenway Park. Mandatory Credit: David Butler II-Imagn Images

Boston Red Sox News

The Boston Red Sox could have an opportunity to sell Sonny Gray, even if that wasn't their initial intention.

Jun 3, 2026; Milwaukee, Wisconsin, USA; San Francisco Giants first baseman Rafael Devers (16) looks around after striking out during the first inning against the Milwaukee Brewers at American Family Field. Mandatory Credit: Jeff Hanisch-Imagn Images

Boston Red Sox News

The Boston Red Sox made a bold franchise decision that simply hasn't paid off.

Jun 13, 2026; Minneapolis, Minnesota, USA; St. Louis Cardinals third baseman Blaze Jordan (33) celebrates his run against the Minnesota Twins in the second inning at Target Field. Mandatory Credit: Bruce Kluckhohn-Imagn Images

Boston Red Sox News

The Boston Red Sox traded Blaze Jordan for a reason, and they really shouldn't re-litigate it.

Jun 13, 2026; Boston, Massachusetts, USA; Boston Red Sox pitcher Aroldis Chapman (44) and catcher Carlos Narváez (75) smile after defeating the Texas Rangers at Fenway Park. Mandatory Credit: Bob DeChiara-Imagn Images

Boston Red Sox News

The Boston Red Sox hadn't won a home series since April.

Feb 18, 2019; Lee County, FL, USA; A general view of a Boston Red Sox helmet as Boston Red Sox center fielder Jackie Bradley Jr. (19) walks on the field during a spring training workout at Jet Blue Park at Fenway South. Mandatory Credit: Jasen Vinlove-Imagn Images

Boston Red Sox News

Boston Red Sox fans may not be focused on the draft, but it's coming soon regardless.