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The Pesky Podcast

by The Pesky Podcast

We are an unofficial podcast covering the Boston Red Sox. It's hosted by The Ritt & DC Derek Cartwright. You can find us on on all major platforms with this link https://linktr.ee/thepeskypodcastSo please check us out leave a comment and hit us up.

From the show's RSS feed, refreshed Oct 30, 2026. Source feed.

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Episodes

  1. Gentlemen Start the Off Season

    In this episode, the guys dive into the off-season developments surrounding the Boston Red Sox, offering insights and predictions for the upcoming season. They discuss the team's strategic moves, including trades, free-agent signings, and potential changes in the coaching staff. The conversation...

  2. News, Notes, Red Sox Offseason Targets

    Tommy takes a deep dive into the latest Red Sox news, exploring recent developments and potential offseason targets that could bolster the team's lineup. As the Red Sox aim to improve their standing, several key areas are under scrutiny, including pitching depth and infield versatility. With a…

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  3. Red Sox RoundTable Who Do You Want

    In this episode of the Red Sox Roundtable, the fans had an opportunity to voice their opinions on which players they'd like the team to pursue in the off-season. As usual, the passionate Red Sox fan base didn't hold back, expressing a desire for both seasoned veterans and promising young talent…

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  4. Fans Red Sox Mailbag Episode

    In this episode of the "Pesky Podcast," the hosts dive into a fan mail extravaganza, dedicating the entire session to answering questions from their enthusiastic listeners. Known for their engaging banter and insightful commentary, the guys tackle a diverse range of topics submitted by their...

  5. What Prospects are Part of 2027?

    In this episode of "Green Monster Prospects," Tommy dives into the potential future stars who could make a significant impact on the field by 2027. Focusing on the farm system's most promising talents, Tommy highlights a few standout prospects who have shown remarkable progress in recent seasons....

  6. Tough Decisions Are Coming Soon for Red Sox

    The Boston Red Sox are indeed facing a challenging offseason, with several key decisions that will shape the team's future. Rob, Jacob, and Ritt have gathered to discuss these potential moves and their implications. One major area of focus is the pitching staff, which requires bolstering to…

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  7. The Red Sox Roundtable Fenway Fan Experience

    In this engaging episode of "The Pesky Podcast," the hosts adopt a round-table format to delve into the vibrant atmosphere of Fenway Park, focusing on the unique experiences of its passionate fans. As they chat with a diverse group of attendees, listeners are treated to a mosaic of stories that...

  8. Green Monster Prospects :Rising Stars to Watch

    The future of a baseball organization is built through scouting, player development, and identifying talent before it reaches the spotlight. GM Prospects: On the Radar takes a closer look at the prospects who deserve attention as they continue their journeys through the minor leagues. From…

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  9. The Pesky Podcast Red Sox Awards Show

    As the Boston Red Sox wrap up their season, it's time to reflect on the highs and lows by handing out some well-deserved awards to the standout players and moments. First up, the MVP award goes to a player who consistently delivered throughout the season, whether through powerful hits or clutch...

  10. Green Monster Prospects MILB Awards Show

    Tommy, from the Green Monster Prospects, has recently unveiled his annual MiLB (Minor League Baseball) awards, celebrating the standout performers of the season. These awards highlight the burgeoning talent in the minor leagues, showcasing players who have demonstrated exceptional skill, growth,...

  11. The Pesky Podcast 2026 Red Sox Wrap Up

    Welcome to this episode of "The Pesky Podcast," where we dive into the thrilling 2026 season of the Boston Red Sox. This year was nothing short of spectacular, with the team showcasing resilience and remarkable talent. The Red Sox entered the season with high expectations, and they certainly...

  12. The Pesky Podcast Red Sox vs Yankees Wild Card Series Preview

    In this exciting discussion with Chris from NYMLB Talk, we dive into the much-anticipated Red Sox vs. Yankees Wild Card series. This matchup, steeped in one of the most storied rivalries in sports, promises to deliver intense competition and thrilling baseball moments. Both teams have shown...

  13. The Pesky Podcast Cubs Series Recap

    In the final series of the season between the Boston Red Sox and the Chicago Cubs, Rob and Matt dive into a thrilling recap of games that kept fans on the edge of their seats. The matchup saw both teams showcasing their strengths and battling fiercely for every run. The Red Sox, with their potent...

  14. Red Sox Wild Card Roundtable: AL Playoff Preview | The Pesky Podcast

    The Pesky Podcast Red Sox Roundtable is back with a special playoff edition! The Boston Red Sox are heading into the AL Wild Card Series, and the panel breaks down the matchup, the biggest storylines, key players, potential strategies, and what Boston needs to do to advance. With the postseason...

  15. The Pesky Podcast Red Sox vs Guardians Series Preview with James Ellifritz

    In the latest episode of "The Pesky Podcast," the hosts are joined by guest analyst James to delve into a comprehensive preview of the upcoming series between the Boston Red Sox and the Cleveland Guardians. With both teams eager to make a statement, the discussion focuses on key players to watch,...

  16. The Pesky Podcast Red Sox vs Rays Series Recap

    In the latest episode of the Pesky Podcast, hosts Rob and Matt dive into the Red Sox's recent series loss against the Tampa Bay Rays. With their trademark blend of humor and insight, they break down key moments that led to the Sox's downfall, from pitching struggles to missed opportunities at the...

  17. The Pesky Podcast Red Sox vs Rays Series Preview with El Bushman

    In the latest episode of "This Pesky Podcast," hosts Rob and Jacob are joined by special guest El Bushman to dive into an exciting preview of the Red Sox vs. Rays series. The trio analyzes the key matchups and player performances that could tip the scales in this highly anticipated clash. They...

  18. The Pesky Podcast Red Sox vs Rangers Series Preview with Kane McCutchen

    In an exciting discussion, the group, joined by Kane, previews the upcoming Red Sox vs. Rangers series, promising a thrilling matchup. This series is poised to be a battle of tactical acumen and raw talent, with both teams bringing their A-game. The Red Sox, with their powerful batting lineup and...

  19. The Pesky Podcast Red Sox vs Royals Series Preview

    The Ritt and Jacob have an exciting opportunity as they sit down with the mayor of Kaufman to discuss the upcoming Royals vs. Red Sox series. This matchup is highly anticipated, with fans eagerly awaiting the clash between these two storied franchises. The Royals, known for their dynamic playing...

  20. The Pesky Podcast Red Sox vs Angels Series Preview

    In the latest episode of "The Pesky Podcast," the hosts dive deep into the upcoming series between the Boston Red Sox and the Los Angeles Angels. With their signature blend of humor and expertise, they analyze key matchups, player performances, and strategic elements that could influence the...

  21. The Pesky Podcast | Orioles vs Red Sox Series Preview & Key Matchups

    The Red Sox and Orioles are set for another important American League matchup, and The Pesky Podcast is breaking down everything fans need to know before the series. From key players and pitching matchups to offensive advantages and potential X-factors, this episode gets you ready for first…

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  22. Green Monster Prospects with Red Sox Minor League Catcher Adonys Guzman

    In a recent episode of "Green Monster Prospects," hosts Tommy and Rob sat down with Red Sox catching prospect Adonys Guzman to discuss his journey in baseball and his aspirations within the organization. Guzman, a promising talent known for his defensive skills and strong arm behind the plate,...

  23. The Pesky Podcast Red Sox vs Mariners Series Preview

    As the Boston Red Sox prepare to face off against the Seattle Mariners, fans are in for an exciting series filled with potential turning points for both teams. The Red Sox, known for their powerful lineup and strategic gameplay, will look to capitalize on their offensive strengths to outscore the...

  24. The Pesky Podcast Red Sox vs Yankees Series Preview

    In this episode of the Pesky Podcast, the hosts are joined by Chris from NY MLB Talk to offer an insightful breakdown and preview of the upcoming four-game series between the Boston Red Sox and the New York Yankees. As two of the most storied franchises in Major League Baseball, the Red Sox and...

  25. Green Monster Prospects: Justin Gonzales LOVES Portland

    On this episode of "Green Monster Prospects," the hosts delve into the impressive performance of Justin Gonzalez, who had a standout week in Portland. Gonzalez's recent achievements have caught the attention of Red Sox fans and analysts alike, showcasing both his potential and the depth of talent...

  26. The Pesky Podcast Marlins vs the Red Sox Series Preview

    In this episode of "The Pesky Podcast," the hosts welcome a special guest from the "Fish on First Podcast" to delve into the series matchup between the Boston Red Sox and the Miami Marlins. The discussion covers key players to watch, potential strategies, and the impact of recent performances on...

  27. The Pesky Podcast Giants vs The Red Sox series Preview

    On this episode of "The Pesky Podcast," the hosts have a special guest, GG, joining them to delve into an exciting preview of the upcoming Red Sox vs. Giants series. As both teams prepare to face off, the discussion promises to cover key players to watch, potential game strategies, and how the...

  28. Green Monster Prospects: Gonzales to Portland!

    The Green Monster Prospects Podcast is back with another exciting episode focused on the Boston Red Sox's future. Tommy and Rob dive into the possibility of Adley Rutschman joining Boston and debate the biggest question facing Red Sox fans: Will we see Campbell this season? ABOUT THIS VIDEO In…

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  29. The Pesky Podcast Diamondbacks vs The Red Sox series Preview

    In this episode of "The Pesky Podcast," the excitement is palpable as Jeff makes his much-anticipated return to dive into the recent Diamondbacks vs. Red Sox series. The guys gather around the mic to dissect the highs and lows of each game, highlighting standout performances and pivotal moments...

  30. Green Monster Prospects Podcast: Rutschman Time/Do We See Campbell This Season?

    In the latest episode of the Green Monster Prospects podcast, the hosts delve into the exciting and hypothetical scenario of Adley Rutschman being traded to the Boston Red Sox. Rutschman, a standout catcher and one of the top prospects in baseball, would certainly make waves in the Red Sox...

  31. The Pesky Podcast | Red Sox 6th Round Pick Brett Lanman Interview

    The Pesky Podcast welcomes Brett Lanman, the Boston Red Sox's 6th-round draft pick, for an exclusive conversation about his baseball journey, draft experience, development, and what it's like beginning his professional career in the Red Sox organization. In this special episode of The Pesky...

  32. The Pesky Podcast Blue Jays vs The Red Sox series Preview

    The Pesky Podcast teams up with the Blue Jays Ave Podcast for a complete preview of the upcoming Boston Red Sox vs. Toronto Blue Jays series. The crew also breaks down Boston's impressive winning streak, key player performances, and what to expect as these AL East rivals meet once again. In this...

  33. The Pesky Podcast Red Sox vs A's Series Preview

    In this episode of the podcast, the hosts are joined by members of the A's Podcast Faithful Few to dive into an exciting preview of the upcoming series between the Athletics and the Boston Red Sox. The discussion kicks off by examining the current form and key players from both teams…

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  34. The Pesky Podcast with Red Sox 8th Round Pick Josh Volmerding

    In the latest episode of "The Pesky Podcast," the hosts sit down for an engaging interview with Josh Volmerding, an 8th round pick for the Boston Red Sox. This episode offers fans a unique opportunity to get to know the up-and-coming pitcher, delving into his journey through the ranks of...

  35. Green Monster Prospects Podcast Episode 6 Trade Deadline Reactions/ Prospect Standouts

    In this episode, Tommy and Rob delve into the latest buzz surrounding the Boston Red Sox. They kick things off with an analysis of recent news and notes, offering insights into the team's performance and strategic shifts. The duo also shines a spotlight on the emerging talents from the minor...

  36. The Pesky Podcast White Sox vs Red Sox Series Match up

    In this episode of the Pesky Podcast, the hosts have an engaging conversation with Chrystal O'Keefe to delve into the riveting Red Sox vs. White Sox series. As both teams bring their A-game to the field, the discussion covers the key players to watch, standout performances, and strategies that...

  37. The Pesky Podcast AL East Trade Deadline Show

    In this episode, the guys dive deep into the American League trade deadline, dissecting potential moves and speculating on which teams might emerge as winners. They explore the strategies that various franchises could adopt, whether they're in a position to bolster their roster for a playoff push...

  38. The Pesky Podcast AL Central Trade Deadline Show

    As the MLB trade deadline approaches, excitement is building in the AL Central as teams strategize to bolster their rosters for the playoff push. The reporters covering these teams are abuzz with speculation and insider insights. The Cleveland Guardians, known for their strong pitching, might be…

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  39. The Pesky Podcast NL West Trade Deadline Roundtable Show

    The Pesky Podcast wraps up another division in its MLB Trade Deadline coverage with a special National League West Roundtable. Join the crew and expert guests representing every NL West team as they break down the biggest trades, evaluate front-office strategies, and discuss how the deadline…

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  40. Th e Pesky Podcast AL West Trade Deadline Show

    The MLB trade deadline is always an exciting time for baseball fans, and the American League (AL) saw its fair share of action this year. Several analysts and team insiders have shared their insights on the most impactful trades. Among the top stories, the New York Yankees made strategic moves to...

  41. The Pesky Podcast NL Central Trade Deadline Roundtable Show

    The Pesky Podcast continues its MLB Trade Deadline coverage with a special National League Central Roundtable. Join the crew and special guests covering every NL Central team as they break down the biggest trades, analyze each club's strategy, and discuss how the deadline could reshape the…

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  42. The Pesky Podcast NL East Trade Deadline Roundtable Special

    The Pesky Podcast brings together podcasters from around the National League East for a special MLB Trade Deadline Roundtable. Join the crew as they break down every major move, analyze the biggest winners and losers, and discuss how each team's deadline decisions could shape the rest of the...

  43. The Pesky Podcast Dodgers vs Red Sox series preview

    In the latest episode of the Pesky Podcast, the hosts delve into an exciting series preview between the Los Angeles Dodgers and the Boston Red Sox. They explore key matchups, highlight players to watch, and discuss the implications of this interleague showdown. The Dodgers, with their powerhouse...

  44. The Pesky Podcast Red Sox vs A's Series Preview Talk

    The Pesky Podcast is back with a complete preview of the upcoming Boston Red Sox vs. Athletics series. Join the crew as they break down the biggest matchups, league news, player performances, injury updates, and predictions before another exciting MLB showdown. In this episode of The Pesky…

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  45. The Pesky Podcast Blue Jays vs Red Sox Series

    On the latest episode of "The Pesky Podcast," the hosts dive into the Boston Red Sox's impressive winning streak, analyzing the factors contributing to their recent success on the field. They explore key player performances and strategic decisions that have propelled the team to their current...

  46. The Pesky Podcast Red Sox vs Rays Series Preview

    In this episode, the hosts delve into an exciting preview of the upcoming Red Sox versus Rays series as both teams embark on the second half of the MLB season. They explore key matchups to watch, such as the battle between the Red Sox's potent lineup and the Rays' strong pitching staff,...

  47. Green Monster Prospects Podcast Episode 4

    In the latest episode, Tommy and Robbie T dive deep into the intricacies of the MLB draft, providing listeners with a comprehensive breakdown of the event's standout moments and key selections. They analyze the impact these young prospects could have on their respective teams and the league's...

  48. The Pesky Podcast AllStar Break

    In the latest episode of "The Pesky Podcast," the hosts dive into the excitement surrounding the MLB All-Star break, highlighting the thrilling spectacle of the Home Run Derby. This annual event never fails to captivate baseball fans with its impressive displays of power and athleticism. The…

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About this show

We are an unofficial podcast covering the Boston Red Sox. It's hosted by The Ritt & DC Derek Cartwright. You can find us on on all major platforms with this link https://linktr.ee/thepeskypodcastSo please check us out leave a comment and hit us up.

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The Pesky Podcast

Produced by Boston Sports Entertainment Network

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Frequently asked questions

How many episodes does The Pesky Podcast have?

The Pesky Podcast has 300 episodes on PodParley. The most recent episode was published on November 6, 2026.

What is The Pesky Podcast about?

We are an unofficial podcast covering the Boston Red Sox. It's hosted by The Ritt & DC Derek Cartwright. You can find us on on all major platforms with this link https://linktr.ee/thepeskypodcastSo please check us out leave a comment and hit us up.

How often does The Pesky Podcast release new episodes?

The Pesky Podcast publishes a few times a week, based on its 300 episodes since September 2023.

Who hosts The Pesky Podcast?

The Pesky Podcast is created and hosted by The Pesky Podcast.
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