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What led to Mason Montgomery's rise to elite closer? How are the Pirates positioned bullpen-wise in 2027? On the catching side, let's look at Rafael Flores and how his season evolved. They have questions to answer with Carmen Mlodzinski and Henry Davis, as well. Jason Mackey breaks all of that down and more on another edition of the Pirates Insider Podcast.

How impactful was Oneil Cruz? What's the one number we're not talking about enough when it comes to Brandon Lowe? Also, where should the Pirates potentially add this offseason? Jason Mackey breaks down all of that and more on Friday's episode of the Pirates Insider Podcast.

What was the best story of the Pirates starting pitching staff in 2026? Should we worry about Paul Skenes. Bubba Chandler and Jared Jones had strong second halves. How much their development compare to that of Cam Schlittler and Jacon Misiorowski? Lastly, let's make a couple predictions for the offseason. Jason Mackey discusses all of that and more.

This podcast episode is dedicated to questions the Pirates must answer this offseason. What happens with Brandon Lowe? What does it mean when Ben Cherington says the Pirates want to add to the pitching group? What roles might Nick Gonzales and Carmen Mlodzinski have? Jason Mackey breaks all of that down and more.

How significant was the Pirates' offensive improvement? What did the bullpen, led by Mason Montgomery, find since the All-Star break? How should we look at Paul Skenes' season when it comes to expected stats? And what might run differential tell us about the Pirates' build? Jason Mackey breaks down 20 numbers that mattered for the Pirates this season.

The Pirates secured their first winning season since 2018 on Sunday in Detroit. It wasn't the ultimate goal, but it represented a step forward to those in the clubhouse. What has led to Jared Jones' September surge? And what were players saying after the win? Also, when did an important shift for the Pirates occur this season? Jason Mackey breaks it all down on this episode of the Pirates Insider Podcast.

The Pirates finished their home slate with a series victory over the Cardinals. Paul Skenes was really good but why? And what does Skenes think about his season? What was different for him this year? Jason Mackey breaks all of that down and more on today's edition of the Pirates Insider Podcast.

This was not a terribly exciting game. Brandon Eisert and Khristian Curtis struggled, while the Pirates didn't do much against a left-handed starting pitcher in Matthew Liberatore. However, Pirates manager Don Kelly has talked a lot about going 1-0 and narrowing the focus. They need to do that now if they want to finish with a winning record. What about experience gained for Curtis and others? How about some of the defensive plays? Jason Mackey breaks all of that down and more.

Ryan O'Hearn had some interesting comments after the Pirates' 2-0 victory over the Cardinals on Tuesday. The Pirates also played the type of baseball they need to play to win. What has been going right for them in September? Furthermore, what sort of development has Jared Jones showed in another dominant outing? Jason Mackey digs into that and more on this episode of the Pirates Insider Podcast.

Pirates general manager Ben Cherington discussed improvements made in 2026 on the Pirates Insider Show on Sunday, making clear the ultimate goal remains winning and reaching the postseason. But if you look at some of the talent accumulated in 2026, it's pretty interesting. How does it stack up to other teams in the division or past playoff Pirates teams? How much does run differential matter in all of this? Jason Mackey discusses these topics and more on today's episode of the Pirates Insider Podcast.

The Pirates have been eliminated from playoff contention. However, they continue to show plenty of fight. Rafael Flores Jr. is making an impressive statement for next season. Brandon Lowe has also had one heck of a season and now could get to 100 RBIs. What sort of impact has Oneil Cruz? And why do these games matter the rest of the way? Jason Mackey breaks it all down right here.

The Pirates won the season series against the Brewers. How does that square with Pittsburgh likely missing the playoffs? Furthermore, what about the growth shown by Khristian Curtis in this one? Henry Davis homered. How should we look at the catching situation the rest of the way? And what happened in the second inning? Jason Mackey breaks all of that down and more on Friday's edition of the Pirates Insider Podcast.

The Pirates set the franchise home run record Wednesday. But where those homers come from matters. How that play into next year? What has Rafael Flores Jr. shown this season? And, Jared Jones. How has a run of consistency helped him, and might that mean for 2027?

Brandon Lowe reached 30 home runs and the Pirates tied the franchise record for homers in a series. What did Lowe attribute his latest 30-homer season to? Also, what made Jacob Misiorowski so effective and what sort of statement might Rafael Flores Jr. be making. Lastly, Jason Mackey breaks down the key play in the game: third-base coach Tony Beasley holding Nick Gonzales in the fourth inning.

Losing Konnor Griffin, Oneil Cruz and Ryan O'Hearn had an impact. But how large? And when did things really get difficult? If the Pirates continue their strong September, what does that tell us for 2027? Lastly, Brandon Lowe is the Pirates' Clemente Award nominee, and there was a fun event at Legacy Hall on Monday night. Jason Mackey breaks it all down here.