PODCAST

The Pesky Report (Red Sox Podcast)🎙

Beyond The Monster

A podcast dedicated to the greatest sports franchise, the Boston Red Sox.

sports baseball

All Episodes

01:06:45

Episode 545: Mikey Romero Becomes a Three-Timer

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/17

Mikey Romero joins Matthew and Hunter for his third appearance on The Pesky Report.The Boston Red Sox prospect talks about his value in the system, his experience with Camp Story, Chad Tracy returning, and more. He tells us about his offseason, his goals for 2026, and stories of trades. He gives us a little insight into his eating habits and his baseball cards.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond The MonsterTwitter:

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01:01:20

Episode 544: Ranger Suarez is a Red Sox

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/15

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

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01:06:00

Episode 543: Life After Bregman

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/11

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

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00:50:12

Episode 542: Henry Godbout joins the show

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/08

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:

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01:37:41

Episode 541: Pesky Report Expansion Draft, Round 2

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/07

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.

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02:10:26

Episode 540: Pesky Report Expansion Draft, Round 1

The Pesky Report (Red Sox Podcast)🎙 ·

2026/01/06

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.

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01:17:21

Episode 539: Another Cardinals Trade (Feat. Mike...

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/23

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

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02:48:00

Episode 538: Red Sox Offseason Therapy Stream

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/19

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

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02:07:08

Episode 537: MiLB Winter Wonderland

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/15

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

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01:06:41

Episode 536: Gotta Pay the Troll Tolle (Again) feat....

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/14

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

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01:41:31

Episode 535: Polar Bear in Baltimore Maryland

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/11

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

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01:01:56

Episode 534: Caleb Berry Joins MiLB Talk

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/05

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

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01:08:48

Episode 533: #FreeRobbieHyde

The Pesky Report (Red Sox Podcast)🎙 ·

2025/12/03

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

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01:32:17

Episode 532: Sonny Days Ahead

The Pesky Report (Red Sox Podcast)🎙 ·

2025/11/29

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

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01:35:37

Episode 531: T-Time (feat. Tyler Milliken)

The Pesky Report (Red Sox Podcast)🎙 ·

2025/11/18

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,

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01:29:46

Episode 530: The Free Agent Tracker (Feat. Ed Hand)

The Pesky Report (Red Sox Podcast)🎙 ·

2025/11/05

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

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01:20:18

Episode 529: Boston Dead Sox

The Pesky Report (Red Sox Podcast)🎙 ·

2025/10/04

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

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01:42:10

Episode 528: Red October

The Pesky Report (Red Sox Podcast)🎙 ·

2025/09/30

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,

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00:51:24

Episode 527: One More

The Pesky Report (Red Sox Podcast)🎙 ·

2025/09/25

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

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01:41:53

Episode 526: 100th MiLB Talk/2025 Recap and Awards

The Pesky Report (Red Sox Podcast)🎙 ·

2025/09/23

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

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