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.

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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!

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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.

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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.

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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.

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Matthew and Doink break down the most recent series against the homeless Athletics. There was only one win, but a few smaller victories through the series, like Justin Slaten and Payton Tolle’s performances in the Pen. Nate Eaton continuing to crush opposing pitchers but usually having a moment of dumb in there you didn’t see coming. They talk about Hogdale’s success and how awesome it is to see the former Pesky Report alumn’s ascension. They also look at the upcoming matchups and what its going to take to lock down this playoff spot.

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The MiLB Talk crew is joined by ANOTHER special guest this week. This time it’s Boston Red Sox third-round draft pick Anthony Eyanson. The right-handed pitcher talks about his College World Series run at LSU, his time in the Cape Cod league, and what’s he’s done with the organization since being drafted. They also ask him about the draft process, his pitch mix, and what his first time in Boston was like. They find out what his walkout song would be if he came out of the bullpen, his pregame process, and more. Jake, Derrik, and Hunter then discuss the week of baseball for Worcester, the season ending for Portland, and the AFL rosters.

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Jordan, Jack and Brian recap a weekend series with the Yankees that saw the Sox lose two of three.

The gang talks through what's been a massive struggle offensively since the Roman Anthony injury, but the pitching hasn't been perfect, putting the team in a first-inning hole each of its three straight losses.

Later, more lockout talk! Then a little "Tolle or Early" debate before Jordan's caffeine rush kicks in when the trio previews the upcoming series with the Athletics.

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Matt, Bayleigh and Isiah talk about where the Red Sox are at with two weeks left in the season, they talk about Connelly Early’s debut and Garrett Crochet’s dominant outing. The group looks at how the lefty pitchers they have could be deployed in the playoffs to take that 4th rotation spot. They also talked about the offseason roster logjam that will start the second the season is over, with all the 60 day IL guys needing to be placed back onto the 40 man.

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Jake, Derrik, and Hunter are joined by a very special guest for MiLB Talk this week. Boston Red Sox Senior Director of Player Development Brian Abraham. Abraham explains his longtime connection with the team, what he does and where he travels for his job, and more. We hear about team philosophies, analytics, and external hires. Abraham explains the process of promotions and trades. He also discusses Kristian Campbell, Yhoiker Fajardo, Franklin Arias, Justin Gonzales, and a few other top prospects. The trio hit their usual MiLB rundown as well.

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Jordan and Jack recap a very upsetting series for the Boston Red Sox against the Arizona Diamondbacks.

Despite the shorter episode, the duo discuss Payton Tolle's struggles, as well as continued slumps for Alex Bregman and Masataka Yoshida.

They also revel in Jack's agony as someone who wanted the Red Sox to draft infielder Jordan Lawlar back in 2021 before moving on to talk some more about the dominance of 2025 Aroldis Chapman.

Lastly, they talk about the Ballpark Karen in Miami before previewing the upcoming series in Sacramento with the Athletics.

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Matt and Doink break down a series victory against the Guardians that doesn’t feel so joyous on the tail of the news that Roman Anthony will miss the rest of the regular season due to injury. They look at the ideal playoff roster given how this impacts things, and how the lineup will need to produce without him. They talk about Zack Kelly looking good as the bulk reliever, and Hicks to the IL. They also talk about the best plan being to just win out.

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Jake, Derrik, and Hunter are back for the first regular episode of MiLB Talk in a while. They start the show with some Payton Tolle talk, then move on to Worcester to discuss some potential September call-up options. Portland’s pitching continues to blow the doors off of opponents, while the hitters (including Brooks Brannon) have picked things up at the plate. Justin Gonzales headlines the High-A news thanks to his recent promotion, while Juan Valera’s return and Johanfran Garcia’s clutch-gene earn some mention. Yhoiker Fajardo’s nickname is discussed, and we have the first Guess the Prospect in a long time.

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The weekend crew is back to recap a lackluster series for the Boston Red Sox, who dropped two of three to the Pittsburgh Pirates.

However, Payton Tolle dazzled in his big-league debut, and Lucas Giolito gutted his way through six innings of one-run ball in the finale. Unfortunately, everything in between Tolle and Giolito was atrocious.

Jarren Duran hit his first inside-the-park home run of his career on Sunday, catapulting the Red Sox in front, where they stayed until the final out.

The team also extended All-Star closer Aroldis Chapman through at least the 2026 season, while also releasing veteran right-hander Walker Buehler.

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Matthew, Isiah, and Jordan break down a 4 game sweep of the O’s in Baltimore, winning 7 of their last 8 and on top of that top pitching prospect(and friend of the show) Payton Tolle has been called up to the bigs to pitch vs Paul Skenes on friday. They break down who could be the corresponding move for Tolle, and what the September Call ups could look like. 

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The MiLB Talk trio is back for the first time in a while. Derrik, Jake, and Hunter aren’t alone, though. They are joined by Boston Red Sox prospect and 2025 draftee Maximus Martin. Martin talks about moving around in College and playing at Fenway Park in High School. He breaks down the draft process, and how his short time in the system has gone. Martin talks about culture, gives us his walkup song, pitcher he’s most excited to face, and teammate he’s been most impressed with. The trio then do the usual MiLB rundown.

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Jordan and Brian recap a great, productive series for the Boston Red Sox in the Bronx, as they take the first three games.Trevor Story blasted his 20th homer of the season, making team history in the process, and Garrett Crochet registered his 500th career strikeout.Also, Connor Wong and Brayan Bello are inseparable, less than a year after Bello made the catcher look like a complete buffoon on the Netflix Doc; both in tandem won the Sox a game this weekend.Later, the duo talks about Tarik Skubal and Joe Ryan as future Red Sox hopefuls before previewing Sunday Night Baseball and the upcoming four-game set in Baltimore.

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HA, see what we did there? Because, like Nathaniel Lowe is brand new but also the Red Sox as a team hit a new low?

**Dramatic, awkward pause**

Forgive us, that was a brutal series for the Boston Red Sox, who got swept in a two-game series with the Baltimore Orioles spanning both days of the Jimmy Fund Radio Telethon, which saw a record donation tally!

Matt is back as well! Sadly, for a dud of a series.

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Derrik and Hunter are joined by Boston Red Sox prospect John Holobetz for MiLB Talk. The right-handed pitching prospect talks about being the PTBNL in the Quinn Priester trade. He tells us about his time in the Red Sox system and what pitches he’s working on. Holobetz tells us about which pitchers he’s worked with, talks Johanfran Garcia, and gives his thoughts on Greenville. They learn what pitch he’d like to add to his repertoire, and which teammate he’d like to face in the box. Hunter and Derrik then do a rundown on the rest of the minor league system.

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Brian and Jack are joined by Derrik, who makes his first non-Minor League Show appearance of the year filling in for Jordan on the weekend crew to breakdown the Red Sox series against the Marlins. The crew discusses the Red Sox bullpen, potential options down the stretch for the bullpen, the first base issue outside of Romy Gonzalez, the streaky offense, clubhouse vibes, Raffy Devers, Triston Casas, team dynamics, and more.

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