Jen McCaffrey
@jcmccaffrey.bsky.social
If you need reading while you await Winter Meetings news, here's a deep dive on the Red Sox pitching development pipeline.
Boston's pitching is so deep, in part thanks to this system, they've already traded three pitchers this offseason and may trade more
www.nytimes.com/athletic/682...
Boston's pitching is so deep, in part thanks to this system, they've already traded three pitchers this offseason and may trade more
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
December 8, 2025 at 6:30 PM
If you need reading while you await Winter Meetings news, here's a deep dive on the Red Sox pitching development pipeline.
Boston's pitching is so deep, in part thanks to this system, they've already traded three pitchers this offseason and may trade more
www.nytimes.com/athletic/682...
Boston's pitching is so deep, in part thanks to this system, they've already traded three pitchers this offseason and may trade more
www.nytimes.com/athletic/682...
The Red Sox are in an enviable position as they look to fill more needs at Winter Meetings
www.nytimes.com/athletic/687...
www.nytimes.com/athletic/687...
Red Sox are in enviable position as they look to fill more needs at Winter Meetings
They've got depth at pitching, young position players they can trade and money to spend.
www.nytimes.com
December 8, 2025 at 1:14 PM
The Red Sox are in an enviable position as they look to fill more needs at Winter Meetings
www.nytimes.com/athletic/687...
www.nytimes.com/athletic/687...
Cooper Criswell was claimed off waivers today by the New York Mets, where Red Sox former director of pitching Justin Willard is now pitching coach.
December 5, 2025 at 7:02 PM
Cooper Criswell was claimed off waivers today by the New York Mets, where Red Sox former director of pitching Justin Willard is now pitching coach.
On the 40-man roster, the Red Sox now have Crochet, Bello, Gray, Oviedo in addition to Crawford, Sandoval, Dobbins, Tolle, Early and Harrison with Perales, Sandlin and Drohan in Triple A.
That’s a lot of starter options.
What it means for the Red Sox:
www.nytimes.com/athletic/686...
That’s a lot of starter options.
What it means for the Red Sox:
www.nytimes.com/athletic/686...
Red Sox add to rotation, land right-hander Johan Oviedo in trade with Pirates
In exchange, the Red Sox will send outfielder Jhostynxon Garcia and pitcher Jesus Travieso back to Pittsburgh.
www.nytimes.com
December 5, 2025 at 3:11 PM
On the 40-man roster, the Red Sox now have Crochet, Bello, Gray, Oviedo in addition to Crawford, Sandoval, Dobbins, Tolle, Early and Harrison with Perales, Sandlin and Drohan in Triple A.
That’s a lot of starter options.
What it means for the Red Sox:
www.nytimes.com/athletic/686...
That’s a lot of starter options.
What it means for the Red Sox:
www.nytimes.com/athletic/686...
Kyle Schwarber vs. Pete Alonso: Which free agent slugger fits the Red Sox better?
www.nytimes.com/athletic/686...
www.nytimes.com/athletic/686...
Kyle Schwarber vs. Pete Alonso: Which free agent slugger fits the Red Sox better?
Not signing one of the two hitters could be a major missed opportunity for a team with aspirations of contending for a championship.
www.nytimes.com
December 4, 2025 at 2:14 PM
Kyle Schwarber vs. Pete Alonso: Which free agent slugger fits the Red Sox better?
www.nytimes.com/athletic/686...
www.nytimes.com/athletic/686...
Reposted by Jen McCaffrey
“I wanted to go to a market that is super competitive, a big market that wants to win. I know I can thrive in that situation. I always wanted another opportunity to prove to myself and just go and be myself. Boston just checked all the boxes for me.”
www.nytimes.com/athletic/685...
www.nytimes.com/athletic/685...
For Sonny Gray, trade to Red Sox represents chance to win World Series
“I am who I am, but I definitely think there's room for improvement,” said Gray, who thinks this big-market experience will be different
www.nytimes.com
December 2, 2025 at 10:16 PM
“I wanted to go to a market that is super competitive, a big market that wants to win. I know I can thrive in that situation. I always wanted another opportunity to prove to myself and just go and be myself. Boston just checked all the boxes for me.”
www.nytimes.com/athletic/685...
www.nytimes.com/athletic/685...
“I wanted to go to a market that is super competitive, a big market that wants to win. I know I can thrive in that situation. I always wanted another opportunity to prove to myself and just go and be myself. Boston just checked all the boxes for me.”
www.nytimes.com/athletic/685...
www.nytimes.com/athletic/685...
For Sonny Gray, trade to Red Sox represents chance to win World Series
“I am who I am, but I definitely think there's room for improvement,” said Gray, who thinks this big-market experience will be different
www.nytimes.com
December 2, 2025 at 10:16 PM
“I wanted to go to a market that is super competitive, a big market that wants to win. I know I can thrive in that situation. I always wanted another opportunity to prove to myself and just go and be myself. Boston just checked all the boxes for me.”
www.nytimes.com/athletic/685...
www.nytimes.com/athletic/685...
“What did factor into my decision to come to Boston, it feels good to me to go to a place now where, you know what, it’s easy to hate the Yankees, right?"
Sonny Gray on joining the Red Sox www.nytimes.com/athletic/685...
Sonny Gray on joining the Red Sox www.nytimes.com/athletic/685...
Sonny Gray, new Red Sox starter, on pitching for Yankees: ‘I never wanted to go there’
Gray added that the experience in New York shaped him over the ensuing seven seasons.
www.nytimes.com
December 2, 2025 at 5:44 PM
“What did factor into my decision to come to Boston, it feels good to me to go to a place now where, you know what, it’s easy to hate the Yankees, right?"
Sonny Gray on joining the Red Sox www.nytimes.com/athletic/685...
Sonny Gray on joining the Red Sox www.nytimes.com/athletic/685...
What’s next for Red Sox after trading for Sonny Gray? Breaking down payroll and priorities
www.nytimes.com/athletic/683...
www.nytimes.com/athletic/683...
What’s next for Red Sox after trading for Sonny Gray? Breaking down payroll and priorities
Craig Breslow acknowledged Tuesday that the focus will likely turn to bolstering the lineup, as the club seeks at least one power bat.
www.nytimes.com
November 26, 2025 at 2:35 PM
What’s next for Red Sox after trading for Sonny Gray? Breaking down payroll and priorities
www.nytimes.com/athletic/683...
www.nytimes.com/athletic/683...
Reposted by Jen McCaffrey
Digging in to how Sonny Gray fits the Red Sox with durability and strikeouts as key attributes the Red Sox targeted.
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
The Red Sox like Sonny Gray’s strikeout potential, but can he be a No. 2 starter?
For his part, in waiving his no-trade clause, Gray showed his desire to once again pitch in a big market for a playoff contender.
www.nytimes.com
November 26, 2025 at 1:26 AM
Digging in to how Sonny Gray fits the Red Sox with durability and strikeouts as key attributes the Red Sox targeted.
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
Digging in to how Sonny Gray fits the Red Sox with durability and strikeouts as key attributes the Red Sox targeted.
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
The Red Sox like Sonny Gray’s strikeout potential, but can he be a No. 2 starter?
For his part, in waiving his no-trade clause, Gray showed his desire to once again pitch in a big market for a playoff contender.
www.nytimes.com
November 26, 2025 at 1:26 AM
Digging in to how Sonny Gray fits the Red Sox with durability and strikeouts as key attributes the Red Sox targeted.
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
Also in here, how Gray didn't quite fit New York, but might fare better in Boston
www.nytimes.com/athletic/683...
ICYMI: Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
November 24, 2025 at 2:05 PM
ICYMI: Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process
www.nytimes.com/athletic/682...
Reposted by Jen McCaffrey
Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
November 21, 2025 at 4:46 PM
Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
November 21, 2025 at 4:46 PM
Two years ago, the Red Sox hired Craig Breslow with the hope he could retool their pitching development infrastructure. The debuts of Payton Tolle and Connelly Early show it's starting to work.
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Behind the scenes of what's gone into that process:
www.nytimes.com/athletic/682...
Reposted by Jen McCaffrey
Inside the revamped Red Sox pitching program that fast tracked Payton Tolle and Connelly Early to the majors.
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
November 20, 2025 at 1:27 PM
Inside the revamped Red Sox pitching program that fast tracked Payton Tolle and Connelly Early to the majors.
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
Inside the revamped Red Sox pitching program that fast tracked Payton Tolle and Connelly Early to the majors.
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
Inside a revamped Red Sox pitching program that is starting to produce results
The Red Sox made big changes that allowed them to fast-track Payton Tolle and Connelly Early to the majors. What comes next?
www.nytimes.com
November 20, 2025 at 1:27 PM
Inside the revamped Red Sox pitching program that fast tracked Payton Tolle and Connelly Early to the majors.
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
“Other pitchers in player development are like, ‘Wow I’m now buying into this even more because I have a concept of how this can really work.’”
www.nytimes.com/athletic/682...
Can confirm Ronny Hernandez, a Single A catcher, is the return as Red Sox trade lefty Chris Murphy to the White Sox. Red Sox needed catching depth in the system.
Also have confirmed the only three Rule 5 additions will be pitchers Sandlin, Drohan and Uberstine.
Also have confirmed the only three Rule 5 additions will be pitchers Sandlin, Drohan and Uberstine.
November 18, 2025 at 11:04 PM
Can confirm Ronny Hernandez, a Single A catcher, is the return as Red Sox trade lefty Chris Murphy to the White Sox. Red Sox needed catching depth in the system.
Also have confirmed the only three Rule 5 additions will be pitchers Sandlin, Drohan and Uberstine.
Also have confirmed the only three Rule 5 additions will be pitchers Sandlin, Drohan and Uberstine.
Reposted by Jen McCaffrey
550 innings caught, 115 stolen bases allowed.
In 2024 it was 457 innings / 94 steals.
He repeated A-ball.
ISOs of .055 and .085 the last two seasons, show he produced very few extra bases.
Just turned 21.
In 2024 it was 457 innings / 94 steals.
He repeated A-ball.
ISOs of .055 and .085 the last two seasons, show he produced very few extra bases.
Just turned 21.
The Red Sox acquired C Ronny Hernandez from the White Sox in the deal sending LHP Chris Murphy to Chicago.
November 18, 2025 at 10:58 PM
550 innings caught, 115 stolen bases allowed.
In 2024 it was 457 innings / 94 steals.
He repeated A-ball.
ISOs of .055 and .085 the last two seasons, show he produced very few extra bases.
Just turned 21.
In 2024 it was 457 innings / 94 steals.
He repeated A-ball.
ISOs of .055 and .085 the last two seasons, show he produced very few extra bases.
Just turned 21.
Red Sox announce they've acquired infielder Tristan Gray from Tampa Bay in exchange for RHP Luis Guerrero. They DFA'd Nathaniel Lowe to make room on the roster. Gray has only played in 47 big league games but adds infield depth for the club, particularly at second base
November 18, 2025 at 6:34 PM
Red Sox announce they've acquired infielder Tristan Gray from Tampa Bay in exchange for RHP Luis Guerrero. They DFA'd Nathaniel Lowe to make room on the roster. Gray has only played in 47 big league games but adds infield depth for the club, particularly at second base
Craig Breslow is ‘confident’ in the Red Sox ability to spend and improve the club, plus notes on Kristian Campbell and more from Day 2 at GM Meetings
www.nytimes.com/athletic/679...
www.nytimes.com/athletic/679...
Craig Breslow ‘confident’ in Red Sox ability to spend and improve club
Breslow thinks Kristian Campbell could benefit from sticking at just one position rather than splitting time between second and outfield.
www.nytimes.com
November 12, 2025 at 3:47 PM
Craig Breslow is ‘confident’ in the Red Sox ability to spend and improve the club, plus notes on Kristian Campbell and more from Day 2 at GM Meetings
www.nytimes.com/athletic/679...
www.nytimes.com/athletic/679...
The Red Sox want a frontline starter to slot alongside or right behind Garrett Crochet, a power bat preferably right-handed to power the lineup, and they plan to keep Trevor Story at shortstop.
That and more from Day 1 of the GM meetings
www.nytimes.com/athletic/679...
That and more from Day 1 of the GM meetings
www.nytimes.com/athletic/679...
Red Sox want a No. 2 starter, power bat, Trevor Story at shortstop: Notes from GM meetings
The Boston Red Sox have their offseason targets, critical among them finding a frontline pitcher.
www.nytimes.com
November 11, 2025 at 4:27 PM
The Red Sox want a frontline starter to slot alongside or right behind Garrett Crochet, a power bat preferably right-handed to power the lineup, and they plan to keep Trevor Story at shortstop.
That and more from Day 1 of the GM meetings
www.nytimes.com/athletic/679...
That and more from Day 1 of the GM meetings
www.nytimes.com/athletic/679...
Red Sox reinstate several players from the 60-day IL (today was the deadline to do so): Crawford, Dobbins, Guerrero, Houck, Winckowski, Sandoval, Grissom, Mayer and Casas.
To bring the 40-man roster to 40, they've designated Luis Guerrero for assignment
To bring the 40-man roster to 40, they've designated Luis Guerrero for assignment
November 6, 2025 at 8:32 PM
Red Sox reinstate several players from the 60-day IL (today was the deadline to do so): Crawford, Dobbins, Guerrero, Houck, Winckowski, Sandoval, Grissom, Mayer and Casas.
To bring the 40-man roster to 40, they've designated Luis Guerrero for assignment
To bring the 40-man roster to 40, they've designated Luis Guerrero for assignment
MLB free agency opens at 5 p.m.
Where things stand for the Red Sox as the offseason officially gets underway
www.nytimes.com/athletic/678...
Where things stand for the Red Sox as the offseason officially gets underway
www.nytimes.com/athletic/678...
Red Sox offseason primer: What to know about free agents Alex Bregman, Lucas Giolito and more
Boston must decide whether to make a one-year, $22.05 million qualifying offer to Giolito before free agency clock begins Thursday evening.
www.nytimes.com
November 6, 2025 at 5:54 PM
MLB free agency opens at 5 p.m.
Where things stand for the Red Sox as the offseason officially gets underway
www.nytimes.com/athletic/678...
Where things stand for the Red Sox as the offseason officially gets underway
www.nytimes.com/athletic/678...
Red Sox announce their 2026 spring training schedule
November 5, 2025 at 6:21 PM
Red Sox announce their 2026 spring training schedule
Here's more on the Red Sox and Jarren Duran agreeing to a one-year, $7.7 million deal
www.nytimes.com/athletic/677...
www.nytimes.com/athletic/677...
Red Sox, Jarren Duran agree to $7.7 million deal, avoid arbitration: Source
The contract includes $75,000 in performance bonuses, per a source, with $25,000 each for 450, 500 and 550 plate appearances.
www.nytimes.com
November 4, 2025 at 7:13 PM
Here's more on the Red Sox and Jarren Duran agreeing to a one-year, $7.7 million deal
www.nytimes.com/athletic/677...
www.nytimes.com/athletic/677...