Overnight, the news broke that the Jays and their superstar slugger have agreed to the second-largest contract in baseball history. Guerrero will be a Blue Jay through his age-40 season with a 14-year, $500 million (U.S.) deal that kicks in beginning next season. We threw down a special bonus episode of Deep Left Field for you, sharing our thoughts about what this means, why it happened now and who could have been behind the final push to get a deal done nearly two months after Guerrero’s deadline passed. We also took your questions and comments on Bluesky!

Guests: Blue Jays second baseman Andres Gimenez, outfielder Alan Roden, pitcher Jacob Barnes, Orioles/Baseball Canada outfielder Tyler O’Neill

This week in Deep Left Field, we talk to the clean-up man, record-setting slugger Andres Gimenez, who has 60% of the Jays’ home runs so far. Rookie sensation Alan Roden catches us up on his first week in the big leagues and we’ll also meet one of the new, but also not so new, guys in the Jays’ bullpen, Jacob Barnes. As well, we talk to Burnaby, B.C.’s Tyler O’Neill, who extended an incredible major-league record by hitting a home run on opening day for the sixth straight season.

Guests: Blue Jays 1B Vladimir Guerrero Jr., closer Jeff Hoffman, OF Anthony Santander, starters Chris Bassitt and Kevin Gausman, manager John Schneider

The 2025 season is finally upon us and so we bring you the Opening Day Extravaganza! The fifth season of Deep Left Field begins with a star-studded roster of guests to get you ready for the season. You’ll hear from star slugger Vladimir Guerrero Jr. about his spring, his thoughts on the off-season changes and his future with the team. You’ll meet new Jays Anthony Santander and Jeff Hoffman, both of whom will be playing critical roles in the success (or otherwise) of this season. 40 percent of the starting rotation joins us in Chris Bassitt and Kevin Gausman, and manager John Schneider sits down for a conversation about his long tenure with the organization, his thoughts on Bo Bichette and Vladdy and his expectations for the coming year. The Opening Day Extravaganza is here!

Guests: Blue Jays starter Bowden Francis, hitting coach David Popkins, Vancouver Canadians 1B Peyton Williams

Spring training is over and the Blue Jays are back home in Toronto, coming off their Grapefruit League title, getting set to open their season on March 27 against the Baltimore Orioles. We go over the season-opening 26-man roster for you, which includes a few surprises, then hear from last year’s breakout star, Bowden Francis, who has to wait until March 31 to make his first start of the season. The Jays revamped their hitting department over the winter, and you’ll meet new hitting coach David Popkins, who has the players buying what he’s selling, at least so far. Also, they call him The Iowa Meat Truck – we chat with up-and-coming young slugger Peyton Williams.

Guests: Philadelphia Phillies pitcher Jordan Romano, Blue Jays pitcher Nick Sandlin

Blue Jays President Mark Shapiro held his annual spring training session with the media and we take you through what he had to say in painstaking detail. His confidence that Vladimir Guerrero Jr. would re-sign with the Jays, despite their failure to make a deal all winter, the state of the farm system, whether players like Daulton Varsho, Andres Gimenez and Alejandro Kirk need to hit better for the Jays to succeed and much more.

Also, we head over to Phillies camp to check in with “the one who they let get away.” Jordan Romano is thriving in his new digs. And meet the new guy – Nick Sandlin!

Guests: Blue Jays outfielder Alan Roden, starter Max Scherzer, top pitching prospect Trey Yesavage

Deep Left Field is back in Dunedin as the Blue Jays move into their final week of spring training leading the Grapefruit League with a 14-9-1 record!

This week, we talk to the story of the spring – young Alan Roden, who is trying to hit his way onto the team and doing a spectacular job so far, batting .409. We also hear from Trey Yesavage, the Jays’ first-round pick in 2024 who made his pro debut in this weekend’s Spring Breakout game with two shutout innings, and starter Max Scherzer, whose spring has been derailed by thumb soreness.

Guests: Toronto Star baseball columnist Gregor Chisholm

This week, Gregor and I crack open the mailbag and tackle your Blue Jays questions submitted by email, on Bluesky and here at thestar.com. We touch on the leak of Vladdy’s contract demands,  the broken promises of Mark Shapiro and Ross Atkins, a Jays’ fan’s existential crises and much more! One submission was pretty much a plea for Vladdy to get off the writer’s lawn! Your questions answered on this episode of Deep Left Field! 

Guest: Ellen Harrigan, current Los Angeles Dodgers VP of baseball administration and Blue Jays front office member from 1981-1995.

This week, we’re joined by Ellen Harrigan, who is about to begin her 45th season working in baseball. She started out with the Blue Jays in Exhibition Stadium in 1981, as part of a skeleton-crew front office, and will receive her fourth career World Series ring next month (Blue Jays 1992-93, Dodgers 2020, 2024).

Harrigan shares her story, from the quirky way she landed that first job with the Jays out of high school, to working for the modern-day Dodgers of Betts, Ohtani, Freeman and Sasaki. She was the first woman ever to be the general manager of a professional baseball team and has been a mentor, teacher and pioneer for women in baseball for decades.

Guests: Former Blue Jays Communications Director, current Niagara Ironbacks owner Mal Romanin

With spring training games underway, many Blue Jays fans are still having a hard time getting the taste of a rough winter out of their mouths. The failure to lock up Vladimir Guerrero Jr. and the Roki Sasaki debacle will be the biggest stories of the Jays’ off-season, and have just added to the fury of the fanbase that seems to be close to boiling over, if it hasn’t already. Mal Romanin, who was a member of the Jays’ communications team from the J.P. Ricciardi era through the 2015 resurgence and into the beginning of the Mark Shapiro-Ross Atkins regime, joins us to talk about how baseball’s public relations teams deal with crises, whether they’re generated by the front office or the players, and shares stories of some of the fires he had to try to help put out when he was with the team.

Guests: Toronto Star Baseball Columnist Gregor Chisholm

Spring training is underway in Dunedin, Florida, and Gregor Chisholm has been there since the first day, which means he was there when the news broke that the Blue Jays had failed to come to a long-term contract agreement with Vladimir Guerrero Jr. Gregor joins us to discuss all the goings-on from camp, first and foremost the how and why Guerrero is moving into a walk year that nobody wanted. Aside from the Vladdy story, we talk about what he’s seen and heard during the first week of spring. Baseball is back!