The Pesky Report (Red Sox Podcast)🎙

01:10:11

Episode 632: On to 2027

The Pesky Report (Red Sox Podcast)🎙 ·

2026/10/03

Matt and Jordan recap the AL Wild Card series loss to the Yankees. What a crazy season and it all ended in embarrassing fashion. They talked about Chad Tracy’s decision to pull both starters early and the overall lackluster offense. The Vibes were off. They looked ahead to 2027’s payroll as well as where some other teams current sit, and discussed some directions Craig might take the team if he wants to shake things up. They talked about if someone was to get traded, who would be the best plater to

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01:09:10

BONUS: Liam Carroll Joins the Show (3x)

The Pesky Report (Red Sox Podcast)🎙 ·

2026/10/01

Quick turnaround for the MiLB Show as Derrik and Hunter are joined by High-A Greenville manager Liam Carroll. They discuss the Justin Gonzales brawl and the player that he is. How did the trade deadline impact the roster? Who are the clubhouse leaders? Coach Carroll talks to us about his experience in the WBC again. We even get into how the mass firing was felt by the coaching staff. He tells us about the experiences of the 2026 season, what he learned, and how he hopes to continue to grow.Make sure

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02:51:16

Episode 631: 2026 MiLB Award Show

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/30

The Minor League season is officially over. Derrik and Hunter are graced with the return of Jake to hand out end-of-year awards throughout the system. The trio discuss the state of the system and how it has been handled with trades, moves, and more. Then they dive into the awards, handing out awards for hitting, pitching, defense, baserunning, and breakout seasons. Who takes home the big honors?Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of

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02:10:00

Episode 630: Marathon's Over, Time to Sprint

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/29

Jordan and Jack preview the second consecutive Wild Card series between the Red Sox and Yankees in the Bronx. They also go into season superlatives before circling back to giving their respective predictions. They also go into the issues they have with the postseason formatting, both in how the Wild Card is scheduled and how the seeds are determined overall.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter:

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01:14:31

Episode 629: Beast Is Coming (feat. SoxBart)

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/25

Matthew and Isiah are joined by Bart (@SoxBart on Twitter) to breakdown the latest Red Sox news as they finish their series against the Guardians. They talk about the Breslow and Tracy extensions, as well as the plethora of injury updates. They discuss which returning player would have the greatest impact on the playoff roster, and where Romy vs Ward would fit. They also discuss the strange weather that is set to impact the upcoming Cubs series, including potentially having to play a game or two at

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02:43:13

Episode 628: 2026 MiLB Season Recap

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/22

The Triple-A season is over which means it’s time for the MiLB Talk recap of the Boston Red Sox minor league seasons. Derrik and Hunter talk about monster weeks from Allan Castro and Braiden Ward to end their years. What about playoff roster implications? They discuss who saw their stocks rise throughout the entirety of 2026, and get to breakdown the freshly announced Chad Tracy extension. Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond

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01:07:38

Episode 627: Clinched

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/21

Jordan and Jack recap a bad series with a grand outcome for the Boston Red Sox, who clinched their second consecutive playoff berth over the weekend in the Trop. The story of the weekend was Brayan Bello putting potentially the finishing touches on one of the more historic turnarounds in recent Boston sports history. It will be interesting to see what the future holds for Bello as the Red Sox continue churning out young pitching talent, while also needing to continue adding externally – not to

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01:18:33

Episode 626: Playoff Record, Spring Training Bats

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/18

Jordan and Matt recap the weekday series against the Texas Rangers. Not a lot of offense through Games 1 and 2, Sonny Gray and Roman Anthony have us worried, and could Sogie be the second baseman of the future? They talk about the lockout shortening a season and how the length would impact how we feel about Story as our SS. They talked about the latest Patrick Sandoval start, and Jordan compares him to a local Boston landmark. They also dive into another shortened season (2020) and how fake the

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01:58:53

Episode 625: Double-A Done-Zo

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/15

It’s the final week of the Double-A season and MiLB Talk is here to talk about it. Derrik and Hunter discuss the last performances of the Portland prospects, including Ahbram Liendo, who is being shipped up to Worcester. Hunter went to the Worcester games and gets bragging rights over Derrik as Allan Castro continues to mash whenever he’s in his presence. They talk about the playoffs and potential rosters.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a

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02:00:39

Episode 624: Vibes Are Immaculate

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/14

Jordan and Jack recap the weekend series for the Boston Red Sox against the Kansas City Royals. They talk about their priorities for this team down the stretch as well as debating the postseason rotation. They then go off the rails and talk about lockout stuff, the Red Sox 100% keeping Trevor Story and Jarren Duran next year, and more.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack:

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01:17:05

Episode 623: What’s The Magic Number?

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/11

Matthew is joined by Marcos (@TheBeatwriter) of ElEmergente.com to discuss the series loss to the Angels. They talk about the vibes shifting in the Tracy Era, and the luxury of being able to be talking about playoff roster construction and not panicking about making it in. They talked about the rough starts from Sandoval and Bennett but also Bello’s return to starting. They look at the recent injury updates around Crochet, Houck, Contreras, and more. They also preview the upcoming matchups against

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02:27:00

Episode 622: Hammerin’ Henry

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/08

MiLB Talk is back for the final week of the Single-A and High-A seasons. Derrik and Hunter start with a rant about social media. Then discuss who finished their seasons strong and who had deserves the biggest praise for their performances. Salem hit a record number of home runs, while Greenville enjoyed plenty of power success themselves. Henry Godbout enjoyed a home run surge in Portland himself, while Hayden Mullins set a season-high in strikeouts. Mikey Romero deserves a shoutout.Make sure to

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01:15:34

Episode 621: Buried the O's

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/07

Jordan and Brian recap the Boston Red Sox four-game sweep of the Baltimore Orioles, in a series that featured some fireworks. Eli White was a key factor in this series, as was Isiah Kiner-Falefa. But the story, once again, was stellar starting pitching, as the Red Sox got 26 innings of four-run ball out of the starting pitchers this weekend series in Baltimore.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter:

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01:06:29

Episode 620: Not a Lot of Good

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/03

Jordan and Isiah recap a series that should’ve been a sweep for the Seattle Mariners against the Boston Red Sox. Should they have pulled Tolle sooner? Thoughts on Trevor Story’s surge since returning? How about Roman’s? Should they tank for the six seed? All that and more answered on this week’s episode.Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ This episode

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02:29:02

Episode 619: That home run ball is so hot right now

The Pesky Report (Red Sox Podcast)🎙 ·

2026/09/01

MiLB Talk is kicking off with the September call up of Jedixson Paez. Derrik and Hunter discuss how he can impact the Major League team and what else is happening in Worcester. Johanfran Garcia and Justin Gonzales are mashing in Portland. In fact, everyone was hitting home runs this week. Yordanny Monegro is back, and Greenville has some talented hitters. We also got our first Martin Shelar bomb.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of

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01:29:22

Episode 618: No Show in New York

The Pesky Report (Red Sox Podcast)🎙 ·

2026/08/31

Jordan and Jack recap an embarrassing weekend series for the Boston Red Sox in the Bronx. But hey, at least Roman is back, right?Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ This episode is brought to you by TJStats — advanced MLB stats and tools including pitcher summaries, prospect rankings, and live pitch data. Head over to tjstats.ca and use code PESKY for

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01:30:16

Episode 617: Bigger Fish to Fry

The Pesky Report (Red Sox Podcast)🎙 ·

2026/08/28

Matt and Jordan recap a series victory against the Marlins. The Red Sox fans showed up in Miami and made it feel like home, plus both victories were come from behind, including a thrilling extra-inning win on tuesday. Matt and Jordan talked about their experiences with MLB2K on the Wii growing up, and also when the age is that its ok to tell a kid they are a bad singer. They looked at some of the sick names on the Marlins roster and also at ROY odds for the AL. They also preview the upcoming Yankees

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02:51:23

Episode 616: Salem Slaughterhouse

The Pesky Report (Red Sox Podcast)🎙 ·

2026/08/25

MiLB Talk is back at their new time and they kick off with some Trevor Story, IKF, and Roman Anthony rehab talk. Hunter reminisces on the Dark Hollow level in Spyro thanks to a recent injury. They talk Justin Gonzales’ Double-A debut and the absurd Will Turner home run robbery. Greenville saw a few injuries as the season is winding down and Salem’s bats went crazy as they are chasing history.Make sure to follow us on Twitter, Instagram, & Facebook @PeskyReport.We are officially a part of Beyond

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01:49:44

Episode 615: Return of Raffy

The Pesky Report (Red Sox Podcast)🎙 ·

2026/08/24

Jordan and Jack recap Rafael Devers’ return to Fenway Park, which saw the Boston Red Sox sweep his new team. It was the series of Nick Sogard and friends getting the job done, especially in clutch situations on Saturday and Sunday. Make sure to follow us on Twitter and Instagram, @ThePeskyReport. We are officially a part of Beyond The MonsterTwitter: @BeyondtheMnstrSubstack: https://beyondthemonster.substack.com/ This episode is brought to you by TJStats — advanced MLB stats and tools including

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01:25:08

Episode 614: Evil Mickey Gasper

The Pesky Report (Red Sox Podcast)🎙 ·

2026/08/20

Matt, Jordan, and Isiah recap the Red Sox series win over the Arizona Diamondbacks at Fenway Park. This series was one dominated by Mickey Gasper, who homered in all three games. Adley Rutschman also had his breakout game with the Red Sox, hitting his first homer with the team. Nick Sogard also hit his first MLB home run in this series. Later, the trio previews the Red Sox upcoming home series against old friend Rafael Devers and the San Francisco Giants.Make sure to follow us on Twitter and

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