The Pesky Report (Red Sox Podcast)🎙

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 g...

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...

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 t...

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 wa...

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 J...

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 t...

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 discuss...

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 abou...

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. The...

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...

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 ca...

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.  Make sure to follow us on Twitter, @The...

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 son...

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 t...

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 se...

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...

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 Casa...

Jordan and Jason recap a disappointing series with the Houston Astros that saw the Red Sox drop a Crochet game and a Buehler game. However, Dustin May was brilliant in his second start for Boston. Later, the two discuss the recently DFA'd first baseman Nathaniel Lowe as a potential option for the Sox down the stretch if they truly don't want to throw Kristian Campbell back to the fire in 2...

Jake and Hunter are joined by Boston Red Sox 2025 33rd overall pick Marcus Phillips. They ask the pitcher about the draft process, what it was like being selected by the Red Sox, and his welcome to the organization. Phillips explains what it was like pitching/winning at Tennessee and gives his thoughts on Boston’s pitching philosophy. He talks about growing up around baseball, becoming a full-time...

The weekend crews, sans birthday Jack, recap a frustrating series for the Boston Red Sox in San Diego. Riding the high of a good Walker Buehler outing, the Red Sox get a meltdown in Game 2 from Lucas Giolito and a deceptively bad pitching line in Game 3 from Brayan Bello. Regardless, the offense put up 10 runs in Game 1, only to score six combined in the final two. Jordan and Brian also talk about...

The weekday crew recaps the Boston Red Sox series win against Kansas City, kind of. The trio talks about Roman Anthony's contract extension, women's celebration night on NESN, and just how hungry this team is for October baseball this season. Later, Jordan learns what a labubu is ... so yeah. Make sure to follow us on Twitter, @ThePeskyReport.  We are officially a part of Beyond The Monster Twitte...

Jake and Hunter go solo to talk about the trade deadline moves. They discuss the prospects gone and the players they got in return. The Joe Ryan debacle is touched on as well. Jake goes down the ridiculously long list of promotions and moves made throughout the organization over the last few days. Hunter talks about his trip to Boston, getting to see Fenway and Polar Park. They discuss candlepin b...

The weekend crew is here to recap another series sweep for the Boston Red Sox, who are now 11 games over .500 and fast approaching the top spot in the American League East. How did they get there? A little bit of everything. Sloppy baseball, clean baseball, squandered opportunities, timely hitting, etc. The crew talks about what was a blah deadline on paper but acknowledge there's intrigue wit...

Jordan, Bayleigh and Doink briefly recap the Boston Red Sox series victory over the Minnesota Twins before getting into discourse about the MLB Trade Deadline that's Thursday. They get interrupted twice by trades, giving raw reaction to Jhoan Duran getting dealt to the Phillies and Ryan Helsley getting moved to the Mets. Later, they talk through potential Red Sox pathways to a successful deadl...

Derrik and Hunter are going solo on this episode of MiLB Talk. They discuss the trade piece options throughout the minor leagues. MLB 2K becomes a long discussion, as they reminisce on Pablo Sandoval, Hanley Ramirez, Kyle Schwarber, and more. They talk about the recent promotions of Connelly Early and David Sandlin, as Portland finally has a chance to field a normal rotation. John Holobetz and Yop...