Will The Red Sox Re-Sign or Replace Sonny Gray?

Jahmai Webster and CBS Sports' Julian McWilliams are at MLB's GM Meetings in Las Vegas. The guys weigh in on Red Sox Chief Baseball Officer Craig Breslow's opinion on Brayan Bello. Plus, Chad Tracy finishes third in the A.L. Manager of the Year voting, losing to WIll Venable of the White Sox. Plus, where to Trevor Story and Jarren Duran fit into Boston's plans for 2027? Learn more about your ad choices. Visit megaphone.fm/adchoices

Day 2 of the GM meetings in Las Vegas. Jahmai Webster and the Boston Globe's Alex Speier dive into Payton Tolle's 3rd place finish the A.L. Jackie Robinson Rookie of the Year voting. Plus, the guys dive into Chief Baseball Officer, Craig Breslow's vision for the Red Sox in 2027, including where veterans Trevor Story and Jarren Duran fit into a crowded roster. Learn more about your ad choices. Visit megaphone.fm/adchoices

MLB's GM Meetings are underway in Sin City.  Jahmai Webster joins TC and Lou Merloni for a preview of what the next three days might hold.  Plus, we take a deep dive into Boston's pitching depth and whether Masataka Yoshida might be among the Sox finding a new home.  Learn more about your ad choices. Visit megaphone.fm/adchoices

Tom Caron sits down with Hall of Fame baseball writer Peter Gammons to discuss his new book 'It's All About the Players', a collection of behind-the-scenes stories and personal encounters from Gammons' six decades of covering Major League Baseball. Peter details interactions with David Ortiz and Dustin Pedroia, and the Red Sox improbable run to the 2013 World Series. All that & more on 310 To Left presented by your New England Ford Dealers. Learn more about your ad choices. Visit megaphone.fm/adchoices

2027 MLB free agency is officially under way with Sonny Gray available as one of the top pitchers on the market after declining his mutual option with the Boston Red Sox. Tom Caron & Alex Speier debate if it would be in the Red Sox best interest to re-sign the veteran righty or look into other options to replace Gray’s spot in the rotation. Plus, the guys discuss Wilyer Abreu, Caleb Durbin, & Ceddanne Rafaela each winning a Gold Glove award & the possibility of Chad Tracy being named A.L. manager of the year. All that & more on 310 To Left presented by your New England Ford Dealers, hosted by Tom Caron & Alex Speier. Learn more about your ad choices. Visit megaphone.fm/adchoices

With the Brewers beating the Rays in 5 games to win the 2026 World Series, the 2027 MLB offseason & free agency officially begins. With big-name stars like Randy Arozarena & Seiya Suzuki on the market. Tom Caron & Alex Speier discuss which players the Red Sox should be targeting in free agency. Plus, the guys break down the Brewers' first World Series title in franchise history. All that & more on 310 To Left presented by your New England Ford Dealers, hosted by Tom Caron & Alex Speier. Learn more about your ad choices. Visit megaphone.fm/adchoices

Tom Caron is joined by Rob Bradford from Tampa ahead of Game 4 of the World Series to discuss the Brewers commanding 3-0 series and Payton Tolle's debut as an MLB correspondent. They dig into Rob's conversation with Alex Cora and look back at the Red Sox breaking the Curse of the Bambino. All that & more on 310 To Left presented by your New England Ford Dealers. Learn more about your ad choices. Visit megaphone.fm/adchoices

Two small market teams will square off in the 2026 World Series as the Rays & Brewers are both looking for their first Fall Classic title in franchise history. With the pending expiration of the CBA, Allana Rizzo & Rob Bradford discuss whether a World Series featuring small-market teams is a good or bad thing for the future of baseball while previewing the Fall Classic. Plus, Jen McCaffrey joins the show to break down what the Red Sox coaching staff & shortstop situation is looking like for the team next season. All that & more on 310 To Left presented by your New England Ford Dealers, hosted by Alanna Rizzo & Rob Bradford. Learn more about your ad choices. Visit megaphone.fm/adchoices

Lenny DiNardo & Rob Bradford take an early look at the 2027 MLB free agent class and discuss if the Red Sox should make a push for Randy Arozarena. They break down if Franklin Arias will make the MLB roster next season and what that means for Trevor Story. They give their takeaways from the 2026 postseason with 3 of the final 4 teams being small/mid-market clubs. Plus 2004 World Series Champion Alan Embree joins the show. He talks about his experience coming out of the bullpen in a hostile Yankee Stadium and looks back at recording the final out in Game 7 of the 2004 ALCS. All that & more on 310 To Left presented by your New England Ford Dealers, hosted by Lenny DiNardo & Rob Bradford. Learn more about your ad choices. Visit megaphone.fm/adchoices

Sonny Gray isn’t sure if he will re-sign with the Red Sox after being pulled early in Game 2 of the A.L. Wild Card series vs the Yankees. MLB veteran pitcher Rich Hill can relate with Sonny Gray’s frustrations, having been pulled early himself by the Dodgers in Game 4 of the 2018 World Series. Rich shares his experience with Tom Caron & Lenny DiNardo about what it’s like being yanked early from a postseason start while discussing Sonny Gray’s future with the Red Sox. All that & more on 310 To Left presented by your New England Ford Dealers, hosted by Tom Caron, Rich Hill, & Lenny DiNardo. Learn more about your ad choices. Visit megaphone.fm/adchoices