The Pesky Report (Red Sox Podcast)🎙

THE BOSTON RED SOX SIGNED A FREE AGENT!!!!Craig Breslow's first move of free agency nets the Red Sox left-hander Ranger Suarez. The former Philadelphia Phillie has a 3.38 career ERA in 762 career innings of work. He's also one of the game's best postseason pitchers, posting a 1.48 ERA in 42.2 career playoff innings.Jordan, Jason, and Jake give their initial reactions, as well as talk about what kind of trickle-down effect this may have on future moves. Are they going to go the blockbuster route for an infielder? Stick with what they have? Sign Bo Bichette?The energy, as they say, has shifted.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Bayleigh, and Hunter are here to rant about the Red Sox losing out on Alex Bregman. The Chicago Cubs swung in with a big offer and we have to deal with the fallout. How does everyone feel about the offseason? Where do the Red Sox pivot to now? Is Craig Breslow any different than Chaim Bloom? We reopen the can of worms that is the Rafael Devers trade again. The trades have been positive this offseason, but they’re confusing if they aren’t spending now. We get angry for an hour.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Matthew, Jason, and Hunter are joined by Boston Red Sox prospect Henry Godbout. The 2025 draftee talks about his draft process, growing up a Red Sox fan, and his first taste of the organization. He tells us about his pregame routine, looking up to Dustin Pedroia, and his not-quite home run. Godbout gives us his offseason goals and what he’s hoping to achieve in 2026.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ 

This is Round 2 of the Pesky Report Expansion Draft, with Derrik Maguire and Jason Stellakis squaring off as our general managers.The Utah Talons and Nashville Bandits are our two teams. Round 2 is 20 picks, with each GM taking 10 players. Their GMs finish crafting their teams through the draft, and then putting a bow on the roster with a free agent.

This is Round 1 of the Pesky Report Expansion Draft, with Derrik Maguire and Jason Stellakis squaring off as our general managers.The Utah Talons and Nashville Bandits are our two teams. Round 1 is 30 picks, with teams only being able to lose one player per round. But 15 picks per GM helps give their respective teams an identity.

Matt, Derrik, and Jordan are joined by Worcester Red Sox broadcaster Mike Antonellis to talk about the Boston Red Sox offseason. There's finally some offense to talk about, as the team acquired first baseman Willson Contreras for three pitchers.Later, the group discusses the beauty of Polar Park and some of the coolest players he's covered in his 20 years with the Red Sox organization.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Derrik, and eventually Jason, do a near three-hour stream to vent about the Red Sox offseason thus far. They talk about how to salvage the offseason, if there are avenues we haven't considered, etc.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jake, Derrik, and Hunter are back for a “normal” episode of MiLB Talk. They look into the Winter Meetings, the Rule 5 Draft results, and all the craziness that goes with it. The Red Sox made multiple trades, so we have plenty to talk about. They discuss all the catchers Boston has added in the system, as well as the pitchers moved and how the organization is still loaded with arms.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ 

Matthew, Jordan, and Hunter are joined by Boston Red Sox rookie Payton Tolle. The trio talk to Tolle about his MLB debut and his road to Fenway. Tolle gives us his thoughts on teammates, the rivalry, celebrations, TV shows, movies, and more. Boston Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Doink and Jason recap the Winter Meetings, which was pretty active; just not involving the Red Sox. Pete Alonso signed a five-year contract with the Baltimore Orioles worth over $150 million. As a result, Red Sox Twitter reacted accordingly.They also did the same when Kyle Schwarber signed a five-year deal with the Philadelphia Phillies.How will the Red Sox pivot? How confident are we in such a pivot?Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Jake, and Hunter are joined by Boston Red Sox prospect Caleb Berry. They discuss his wild journey to make it to minor league baseball, and how he’s felt while joining the Red Sox organization. He gives us a rapid reaction to the trade that sent his teammate Jesus Travieso out of town. They find out who got him into the game of baseball, who he modeled his game after, and what he wants to accomplish this offseason. Berry tells us what his day-to-day is, thoughts on some teammates, and what he wants to improve on.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Matt, and Jordan are joined by Robbie Hyde of “Monster Territory” to break down the latest offseason news surrounding the Red Sox, and find out what is the ideal offseason plan for Robbie to make this team a World Series Contender. From Ketel Marte to Tarik Skubal what would trade packages look like and does that even make sense? Will the Red Sox acquire another front of line starting pitching besides Sonny Gray. Who is more likely to be traded, Duran or Abreu? Also change your twitter passwords everyone and #staysafe out there. Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Kev, and Bayleigh give their initial reactions to the Sonny Gray to Boston trade. Is he the team's No. 2 starter? Can they be a World Seres contender if he is? Does anybody they acquire outpitch what they got for three months out of Brayan Bello and Lucas Giolito in 2025?They also give their thoughts on the Toronto Blue Jays signing right-hander Dylan Cease to a seven-year deal worth $210 million. That team is finally being rewarded for its efforts in becoming a big-market club; only heightened by the recent run to the World Series.Lastly, the duo talks more impending Collective Bargaining Negotiations. Will it be all hype? How much baseball are we losing in 2027.All that, and more, in this edition of The Pesky Report.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jake, Derrik, and Hunter are joined by Tyler Milliken of the Section 10 Podcast to talk all things minor league baseball. They talk about the new Single-A identity, the upcoming Rule 5 Draft, and who could be moved. Milliken gives his thoughts on potential trade options, Kristian Campbell, and the pitching depth in the organization. They talk about past moves, where the organization is going, and what prospects Milliken is most looking forward to watching in 2026.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ 

Pod By The River Host and former Pesky Report Alum Ed Hand joins the show to talk about his Free Agent Tracker ahead of the 2025-26 MLB Offseason!The trio discusses Ed's tracker, including the genesis of his work, getting asked about doing it again, and the difficulties that come with doing so.They also talk about some under-the-radar players on this ranking, including at the deep position of first base.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Matt, Jordan and Isiah break down the final series of the 2025 Boston Red Sox, as they’ve been eliminated by their archrival New York Yankees in three games of the American League Wild Card Series. The trio doesn’t spend a whole lot of time talking about the series, instead pivoting towards offseason dialogue. Just how obvious are the fixes? Would you trade Ceddanne Rafaela?Jordan also poses the question of, knowing what we know now, would Red Sox fans have been happier with Nick Pivetta returning in 2025 if it meant keeping Rafael Devers opposed to what potentially may be only one season of Alex Bregman in Boston.Finally, the group picks their World Series winners before closing out the final episode of the 2025 season.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Jack and Brian recap the one game that mattered in the Tigers series before doing some 2025 superlatives and previewing the upcoming Wild Card Series in the Bronx.Lucas Giolito will miss it with an elbow issue that required him to see an orthopedic surgeon. How much cause for concern is there? How close is Marcelo Mayer to returning? Roman Anthony? All questions pondered and answered in this 100-minute episode of The Pesky Report!Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Matt, Doink and Isiah break down the series victory against the Blue Jays. Magic number to clinch is now 1. They go over the different scenarios that it would tae to clinch, they also talked about Trevor Story’s most recent decline in defense. Alejandro Kirk is so slow and Wilyer  throwing him out from RF to end the game was so funny. They also go over injury updates for Anthony, May, and Hicks. The crew also looks at Crochet’s start and what a great season he’s had. Also some talk about Salem at halloween. Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jake, Derrik, and Hunter return for the MiLB award show and the 100th episode of MiLB Talk. They discuss the final week for Worcester and the Triple-A debut of top prospect Luis Perales. The trio hands out awards throughout the minor league system including best pitcher, best slugger, and best Major League debutant. There are a few surprise winners, and some blatantly obvious picks, but everyone gets some love. Jake gives us the top 10 moments in MiLB Talk history to celebrate 100 episodes. The show ends with the season finale of guess the prospect as a two-man round mixes things up.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg

Jordan, Brian and Jack recap a series win in Tampa Bay for the Boston Red Sox. The trio looks at this team’s recent stretch of play and questions the ceiling of this group, but remain confident in its ability to make it to the postseason. Alex Bregman and Masataka Yoshida are both showing signs of life, Jarren Duran has the swing of the season and Kyle Harrison flashes brilliance in his first Red Sox start.Later, they take a look at the division race, which isn’t quite wrapped up as Boston will head to Toronto this week to face the Blue Jays.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ Intro Music: DannyEBTracks https://www.youtube.com/channel/UCxOQyRmgJqHji6ItvllZmYg