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The Pesky Podcast
The Pesky Podcast
Author: The Pesky Podcast
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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/thepeskypodcast
So please check us out leave a comment and hit us up.
So please check us out leave a comment and hit us up.
249 Episodes
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In the latest crossover episode of "The Pesky Podcast" and "Play Tessie Podcast," the hosts dive into a spirited discussion on the current state of the Boston Red Sox, weighing the leadership of new Chief Baseball Officer Craig Breslow against his predecessor, Chaim Bloom. The conversation explores the strategic shifts and philosophies each executive brought to the team, analyzing how Breslow's fresh approach might impact the Red Sox's future performance in contrast to Bloom's tenure, which focused on rebuilding and long-term development. As the hosts unpack the nuances of managerial styles, they also consider the implications of these changes for fans and the team's competitive prospects. It's a lively debate that delves into the complexities of modern baseball management, offering listeners a comprehensive look at what's next for the Red Sox.
In the latest episode of the "Pesky Podcast," the hosts dive into some exciting topics for baseball enthusiasts, focusing on the World Baseball Classic (WBC) and recent movements within the Boston Red Sox roster. They discuss the significance of the WBC, highlighting its role in showcasing international talent and fostering global camaraderie in the sport. As for the Red Sox, the podcast covers the latest trade actions and rumors of potential new signings, analyzing how these changes could impact the team's performance in the upcoming season. The hosts offer their perspectives on what these strategic decisions mean for the Red Sox, considering both short-term gains and long-term implications for the franchise. Whether you're a die-hard Sox fan or just a casual baseball follower, this episode provides an engaging mix of analysis and speculation.
On the latest episode of The Pesky Podcast, the hosts welcomed former Red Sox pitcher Hunter Dobbins for an insightful and heartfelt conversation. In this special episode, Dobbins took the opportunity to deliver a poignant farewell speech to Red Sox Nation, expressing his gratitude for the unwavering support and unforgettable experiences during his time in Boston. He fondly reminisced about his journey with the team, highlighting the camaraderie with teammates and the passionate fanbase that made his tenure so memorable. As the conversation shifted to his future, Dobbins shared his excitement about joining the St. Louis Cardinals. He discussed his aspirations and the new challenges that lie ahead, expressing optimism about contributing to his new team. The episode provided a perfect blend of nostalgia and anticipation, resonating with fans as they bid farewell to a beloved player while looking forward to his next chapter in the MLB.
On the latest episode of "The Pesky Podcast," the hosts have a captivating discussion with NESN broadcaster Tom Caron about his illustrious career in broadcasting and his insights into the Boston Red Sox. Caron, a staple in the world of sports media, shares anecdotes from his journey, offering listeners a behind-the-scenes look at what it takes to cover one of the most storied franchises in Major League Baseball. The conversation delves into Caron's experiences on and off the air, his thoughts on the Red Sox's current roster, and the ever-evolving landscape of sports journalism. For Red Sox fans and aspiring broadcasters alike, this episode promises a blend of inspiration and expert analysis, wrapped in a conversation that's as informative as it is engaging.
In a recent episode of the Pesky Podcast, listeners were treated to an insightful conversation with David Sandlin, a promising minor league pitcher within the Boston Red Sox organization. Known for his impressive fastball and developing breaking pitches, Sandlin shared his journey through the ranks, offering a glimpse into the life of an aspiring major leaguer. During the interview, he discussed his training regimen, the challenges of adapting to different levels of play, and his aspirations for the future. The hosts delved into his experiences both on and off the field, providing fans with a deeper understanding of the dedication and resilience required to succeed in professional baseball. Whether you're a die-hard Red Sox fan or simply enjoy hearing about the intricacies of the sport, this episode offered a compelling look at the next generation of talent on its way to Fenway Park.
On a recent episode of the Pesky Podcast, the hosts welcomed a special guest: NESN broadcaster and former MLB and Boston Red Sox player Lou Merloni. Known for his insightful commentary and deep understanding of the game, Merloni shared anecdotes from his playing days and offered his perspective on the current state of baseball. His experience with the Red Sox provided listeners with a unique insider view, enriching the conversation with stories from both on and off the field. The discussion likely touched on Merloni's transition from player to broadcaster, highlighting the skills and passion that have made him a respected voice in sports media. Whether you're a die-hard Red Sox fan or simply a baseball enthusiast, this episode of the Pesky Podcast offered a blend of nostalgia and expert analysis that's sure to entertain and inform.
In a recent episode of the Pesky Podcast, the hosts delved into two exciting topics that have fans buzzing. First up was Fenway Fan Fest, an event that celebrates the rich history and vibrant community surrounding the Boston Red Sox. The hosts shared their enthusiasm for the festivities, highlighting the unique experiences and interactions that fans can enjoy, from meeting legendary players to participating in engaging activities. Following this, the podcast shifted gears to discuss the surprising news of Alex Bregman signing with the Chicago Cubs. This unexpected move has sparked a wave of speculation and analysis among baseball enthusiasts. The hosts examined the implications of Bregman's transition from the Boston Red Sox to the Cubs, considering how his skills and experience might impact the team's future performance. Overall, the episode was a lively exploration of two significant happenings in the baseball world.
In the latest episode of the "Pesky Podcast," the hosts dive into a comprehensive discussion with Chris Cotillo, a well-respected beat writer and Red Sox reporter. The conversation centers around the Red Sox's off-season plans and the broader happenings across Major League Baseball. Cotillo provides insights into potential trades, free-agent signings, and the team's strategy for the upcoming season. The discussion also touches on league-wide news, giving listeners a well-rounded perspective on what to expect in the world of baseball during the off-season. With expert analysis and engaging banter, this episode is a must-listen for any baseball enthusiast looking to stay informed on the latest developments.
In the latest episode of the "Pesky Podcast," the hosts engage in a lively and spirited all-time Boston Red Sox fantasy draft. This episode is a treat for baseball enthusiasts, especially those with a passion for the storied history of the Red Sox. The hosts delve into the franchise's rich legacy, selecting legendary players who have donned the iconic red and white. Listeners are treated to discussions on the merits of choosing players like Ted Williams, David Ortiz, or Pedro Martínez, as the hosts debate each pick with enthusiasm and insight. This episode not only celebrates the greatness of individual players but also offers a nostalgic journey through the team's illustrious past, making it a must-listen for fans of America's favorite pastime.
In a recent episode of "The Pesky Podcast," hosts welcomed WooSox broadcaster Mike Antonellis to delve into the upcoming season for the Worcester Red Sox and to analyze the Red Sox's off-season moves and needs. Antonellis brought his expert insights to the table, discussing potential standout players and what fans can expect from the WooSox this year. The conversation also touched upon the strategic decisions made by the Boston Red Sox during the off-season, highlighting key acquisitions and areas that still require attention. With a blend of enthusiasm and expertise, the discussion provided listeners with a comprehensive look at the dynamics shaping both teams as they gear up for the new season.
Welcome back to The Pesky Podcast, where Red Sox fans get thoughtful, honest, and in-depth breakdowns of everything happening in Boston baseball. In this bonus episode, host Tommy tackles one of the biggest questions facing Red Sox Nation as the MLB Hot Stove heats up: Where do the Red Sox go from here? With free agency in full swing and major names already coming off the board, Tommy dives into the current state of the Red Sox roster and evaluates what moves still need to be made for Boston to take the next step forward. This episode goes beyond surface-level rumors and focuses on real strategy, roster construction, and long-term planning. Tommy breaks down: • Which free agents are already gone and how those misses impact Boston • The biggest positional needs still facing the Red Sox • Which remaining free agents actually fit the team's timeline and philosophy • How payroll flexibility affects Boston's options • Whether the front office should prioritize short-term upgrades or long-term stability • The balance between internal development and external additions • How the American League landscape is shifting around Boston With competition in the AL continuing to intensify, the margin for error is shrinking. Tommy explains why certain positions—especially pitching depth, lineup consistency, and roster balance—will be critical if the Red Sox want to stay competitive in the coming season. This episode also examines the front office's approach under the current leadership, discussing how recent trends, analytics, and organizational philosophy influence decision-making. Which risks are worth taking? Which contracts should be avoided? And how aggressive should Boston really be? Whether you're frustrated, optimistic, or somewhere in between, this episode gives Red Sox fans the clarity and context needed to understand where the team stands—and what realistic paths forward still exist. If you enjoy deep baseball conversation, roster strategy, and honest Red Sox analysis without hot-take noise, this episode is for you. 📲 FOLLOW Boston Sports Entertainment Network Stay connected with nonstop Red Sox content, podcasts, interviews, and analysis across all platforms: Instagram: https://www.instagram.com/bsen_617/ Twitter/X: https://x.com/BSEN_617 Twitter/X (Pesky Podcast): https://x.com/Pesky_podcast StreamYard: https://streamyard.com/pal/d/6059232883638272 ✅ SUPPORT THE PODCAST Help The Pesky Podcast continue to grow: ✔ Like the video ✔ Subscribe for more Red Sox content ✔ Comment with your offseason priorities ✔ Share with fellow Red Sox fans Your support keeps fan-driven baseball coverage alive.
In a recent episode of "The Pesky Podcast," the hosts had the opportunity to sit down with former Red Sox catcher and 2013 World Series champion, Jarrod Saltalamacchia. Known for his crucial contributions during the Red Sox's triumphant 2013 season, Saltalamacchia shared insights from his time in the MLB, offering listeners a unique glimpse into the life of a professional athlete. The conversation delved into memorable moments from his career, the dynamics of team camaraderie, and the pressures of performing on baseball's biggest stages. Saltalamacchia's candid reflections and anecdotes provided a compelling narrative for baseball fans, highlighting not only his sports achievements but also his personal growth throughout his career. This episode was a treat for fans who relish hearing firsthand accounts from the athletes who have left their mark on the sport.
In a recent episode of the Pesky Podcast, the hosts had the exciting opportunity to sit down with Payton Tolle, an emerging talent on the Boston Red Sox pitching roster. During the engaging discussion, Tolle shared insights into his journey to the major leagues, highlighting the challenges and triumphs he's experienced along the way. The conversation delved into his training regimen, pitching techniques, and his aspirations for his career in baseball. Listeners were treated to a behind-the-scenes look at the life of a professional athlete, as Tolle also discussed his experiences with team dynamics and his personal goals for the upcoming season. The episode offered a captivating glimpse into the world of baseball through the eyes of a promising young pitcher, making it a must-listen for fans of the sport.
On a recent episode of the "Pesky Podcast," the hosts delved into an engaging discussion about Red Sox minor league prospect Jay Allmer. Known for his impressive skills on the field, Allmer has been gaining attention for his standout performances and potential to make a significant impact in Major League Baseball. The podcast hosts explored Allmer's journey through the ranks, highlighting his dedication, work ethic, and the attributes that make him a promising talent for the Red Sox organization. With insightful anecdotes and expert analysis, the episode provided listeners with a comprehensive look at what makes Allmer a prospect to watch, leaving fans eager to follow his career trajectory.
In the latest bonus episode of "The Pesky Podcast," Tommy delves into the recent trade between the Boston Red Sox and the Pittsburgh Pirates, offering an in-depth analysis of its implications for both teams. With his usual enthusiasm and insider knowledge, Tommy breaks down the key players involved in the trade, highlighting how it reflects each team's strategy and goals moving forward. He discusses the potential impact on the Red Sox's lineup and how the Pirates might benefit from their new acquisitions. Throughout the episode, Tommy provides listeners with a nuanced understanding of the trade dynamics, offering insights that are sure to spark discussions among baseball fans. Whether you're a die-hard supporter of the Red Sox, a loyal Pirates fan, or simply enjoy following MLB trades, this episode promises to be an enlightening listen.
In the latest episode of "Pesky Podcast," the hosts dive into the Red Sox's off-season moves and the buzz surrounding their hot stove activities. They explore potential trades, free-agent acquisitions, and the team's overall strategy to improve their roster ahead of the next season. The conversation highlights key players that the Red Sox might target to bolster their lineup and pitching staff, while also examining the impact of recent managerial changes and front-office decisions. Fans of the Red Sox will find the episode insightful as it delves into the team's approach to building a competitive squad, with plenty of speculation and analysis on how these moves could shape the upcoming season.
In a recent Bonus episode of "The Pesky Podcast," host Tommy delves into the intriguing trade news that has the baseball community buzzing: the Boston Red Sox's acquisition of pitcher Sonny Gray from the St. Louis Cardinals. This move is seen as a strategic effort by the Red Sox to bolster their pitching rotation, adding a seasoned veteran with a track record of strong performances. Sonny Gray, known for his ability to deliver under pressure and his sharp command on the mound, brings a wealth of experience and skill to the team. Fans and analysts alike are eager to see how this addition will impact the Red Sox's performance in the upcoming season. Tommy's analysis sheds light on the potential implications of the trade, exploring how Gray's presence might influence the dynamics within the Red Sox's roster and their prospects in the league.





















