
Fly the W
640 episodes — Page 3 of 13
Ep 336The 2026 Cubs Pitchers and Catcher Report!
In Episode 336, Crawly and Dustin get a dispatch from the desert as Rich Biesterfeld reports on all the news from Cubs’ Camp in Mesa, the guys discuss the Cubs named to World Baseball Classic rosters and a famous Cubs painting can now be viewed at the Art Institute, Crawly talks to Greg Huse of Out of the Vines to discuss some of the top prospects in the Cubs system you should be watching in Spring Training and which one have the best chance of contributing in the 2026 season, plus the guys analyze more big MLB moves including Justin Verlander returning to Detroit, a flurry of pitcher signings in the NL Central, and the Brewers make a puzzling trade. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Pitchers and Catchers Reporting for Duty!
bonusIn this segment, Crawly and Dustin get a dispatch from the desert as Rich Biesterfeld reports on all the news from Cubs’ Camp in Mesa, the guys discuss the Cubs named to World Baseball Classic rosters and a famous Cubs painting can now be viewed at the Art Institute Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Greg Huss
bonusIn this segment, Crawly talks to Greg Huse of Out of the Vines to discuss some of the top prospects in the Cubs system you should be watching in Spring Training and which one have the best chance of contributing in the 2026 season Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Brewers make a puzzling trade
bonusIn this segment, Crawly and Dustin analyze more big MLB moves including Justin Verlander returning to Detroit, a flurry of pitcher signings in the NL Central, and the Brewers make a puzzling trade. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 335The Cubs are heading to Mesa!
In Episode 335, Crawly and Dustin get a dispatch from the desert as John Antonoff reports on all the news from Cubs’ Camp in Mesa, the guys discuss some former Cubs who have joined new teams, and Anthony Rizzo will be beginning his broadcast career, Crawly talks to Daniel Jacob Horine, artist and creator of Pop Fly Prints, about his latest Cubs themed release that asks you to “Imagine If”…..Moises Alou caught that ball, plus the guys analyze more big MLB moves including Luis Arraez signing with the Giants, Eugenio Suarez returning to the Reds, and wonder why Framber Valdez still hasn’t been signed to a team. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

John Antonoff Dispatch from the Desert
bonusIn this segment, Crawly and Dustin get a dispatch from the desert as John Antonoff reports on all the news from Cubs’ Camp in Mesa, the guys discuss some former Cubs who have joined new teams, and Anthony Rizzo will be beginning his broadcast career. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Daniel Jacob Horine on Imagine If
bonusIn this segment, Crawly talks to Daniel Jacob Horine, artist and creator of Pop Fly Prints, about his latest Cubs themed release that asks you to “Imagine If”…..Moises Alou caught that ball! Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Two more big free agents find teams!
bonusIn this segment, Crawly and Dustin analyze more big MLB moves including Luis Arraez signing with the Giants, Eugenio Suarez returning to the Reds, and we wonder why Framber Valdez still hasn’t been signed to a team. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 334The Cubs 2026 Zip Projections are in!
In Episode 334, Crawly and Dustin recap all the latest Cubs news including Seiya Suzuki’s participation in the WBC, Nico Hoerner snubbed again, two Cubs make the top 100 prospects,Crawly talks to Dan Szymborski of Fangraphs about the 2026 Cubs Zips Projections. Who on the Cubs roster is the Zips projections high on? Which players may take a step back? Dan breaks it down for us. Plus the guys analyze more big MLB moves including former Cub Cody Bellinger re-signing with the Yankees, Freddy Peralta being traded out of the NL Central, and we discuss the fallout from the Kyle Tucker contract Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Seiya Suzuki to play for Team Japan!
bonusIn this segment, Crawly and Dustin recap all the latest Cubs news including Seiya Suzuki’s participation in the WBC, Nico Hoerner snubbed again, two Cubs make the top 100 prospects, and more! Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Dan Szymborski
bonusCrawly talks to Dan Szymborski of Fangraphs about the 2026 Cubs Zips Projections. Who on the Cubs roster is the Zips projections high on? Which players may take a step back? Dan breaks it down for us Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Freddy Peralta out of the NL Central!
bonusIn this segment, Crawly and Dustin analyze more big MLB moves including former Cub Cody Bellinger re-signing with the Yankees, Freddy Peralta being traded out of the NL Central, and we discuss the fallout from the Kyle Tucker contract Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 333Cubs Con 2026 Recap
In Episode 333, Crawly tells Dustin all about his adventures at Cubs Convention, from getting some primo autographs, some of his favorite sessions, and also some of the problems fans faced at a packed Grand Sheraton, the guys count down some of the biggest news stories to come out of the 2026 Convention including three new Cubs Hall of Famers, a reunion for the ages, and saying goodbye to a legend, plus they analyze a flurry of free agent signings that occurred over the past week that saw Ranger Suarez, Bo Bichette, and JT Realmuto all get new contracts and former Cub Kyle Tucker gets signed to a shocking contract. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Crawly's Cubs Con Adventures
bonusIn this segment, Crawly tells Dustin all about his adventures at Cubs Convention, from getting some primo autographs, some of his favorite sessions, and also some of the problems fans faced at a packed Grand Sheraton. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Top 5 News Stories from 2026 Cubs Con
bonusIn this segment, Crawly and Dustin count down some of the biggest news stories to come out of the 2026 Convention including three new Cubs Hall of Famers, a reunion for the ages, and saying good bye to a legend. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Free Agent Feeding Frenzy
bonusIn this segment, Crawly and Dustin analyze a flurry of free agent signings that occurred over the past week that saw Ranger Suarez, Bo Bichette, and JT Realmuto all get new contracts and former Cub Kyle Tucker gets signed to a shocking contract. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 332Cubs Con 2026-The Reunion!
In Episode 332, Dustin asks Crawly listener's question on how to make the most out of your Cubs Convention experience and tips to ensure you have a good time, the guys talk to Cubs play by play announcer Boog Sciambi about last season's team, the off season moves the Cubs have made, and moderating panels at Cubs Convention, plus Crawly talks to Cubs anthem singer and Cubs Con Bingo Caller Wayne Messmer about some of his favorite Cubs Convention memories including a magical moment that occurred last year. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Crawly Cubs Con Tips 2026
bonusIn this segment, Dustin asks Crawly listener's question on how to make the most out of your Cubs Convention experience and tips to ensure you have a good time. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Jon Boog Sciambi talks moderating Cubs Con Panels
bonusIn this segment, the guys talk to Cubs play by play announcer Boog Sciambi about last season's team, the off season moves the Cubs have made, and moderating panels at Cubs Convention Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Wayne Messmer Talks Cubs Con Bingo
bonusIn this segment, Crawly talks to Cubs anthem singer and Cubs Con Bingo Caller Wayne Messmer about some of his favorite Cubs Convention memories including a magical moment that occurred last year. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 331The Cubs Get Cabrera and Bregman!
In Episode 331, Dustin and Crawly talk about Jed Hoyer's first big move of the off season, trading number one prospect Owen Cassie for front end starter Edward Cabrera. We'll look at what the Cubs' starting rotation looks like and the roles some of the pitchers on the roster will take, the guys discuss the Cubs huge free agent signing of Alex Bregman to one of the most lucrative deals in franchise history. We look at where Bregman will fit in the lineup, what he bring to the team, and how Jed pulled this off, plus we look at the current 40 man roster, the money that they have spent, and whether the Cubs are willing to go over the first tier of the luxury tax. Will they make a trade to try and shed some salary? Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cubs trade Owen Cassie for Edward Cabrera
bonusIn this segment, Dustin and Crawly talk about Jed Hoyer's first big move of the off season, trading number one prospect Owen Cassie for front end starter Edward Cabrera. We'll look at what the Cubs' starting rotation looks like and the roles some of the pitchers on the roster will take. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Cubs sign Alex Bregman
bonusIn this segment, Crawly and Dustin discuss the Cubs huge free agent signing of Alex Bregman to one of the most lucrative deals in franchise history. We look at where Bregman will fit in the lineup, what he bring to the team, and how Jed pulled this off. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Will the Cubs Go Over the Luxury Tax?
bonusIn this segment, Crawly and Dustin look at the current 40 man roster, the money that they have spent, and whether the Cubs are willing to go over the first tier of the luxury tax. Will they make a trade to try and shed some salary? Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 330Bye Bye Imai
In Episode 330, Crawly and Dustin talk about Imai heading to Houston, the Cubs addition of two more bullpen arms, and whether the Northsiders will add another big piece before their annual fan convention, Crawly talks to USA Today MLB writer Bob Nightengale about the reasons the free agent market is moving so slowly, and the guys discuss all the MLB news from across the league including hot stove rumors, free agent signings, and the return of former Cubs manager Joe Maddon to Cubs Convention. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cubs Miss on Imai
bonusIn this segment, Crawly and Dustin talk about Imai heading to Houston, the Cubs addition of two more bullpen arms, and whether the Northsiders will add another big piece before their annual fan convention. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview With Bob Nightengale
bonusEven though the Cubs haven’t made any big moves yet, there are plenty of premier free agents left on the board. In this segment, Crawly talks to USA Today MLB writer Bob Nightengale about the reasons the free agent market is moving so slowly. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Joe Maddon to attend Cubs Con!
bonusIn this segment, Crawly and Dustin discuss all the MLB news from across the league including hot stove rumors, free agent signings, and the return of former Cubs manager Joe Maddon to Cubs Convention Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 329What is the Cubs bullpen plan?
In Episode 329, Crawly and Dustin talk about the direction of the bullpen that saw the loss of Brad Keller and Drew Pomeranz, the addition of Hoby Milner, the return of Caleb Thielbar, and some swings and misses on other targeted bullpen arms, Crawly talks to Danny Rockett about the 8th Annual Cubs Caroling Bar Crawl that will take place this Saturday at 4pm, starting at Output on Clark Street next to the Metro. Danny gives us a sneak preview of some of the new carols he has written to please the patrons of Wrigleyville’s finest establishments, plus the guys discuss all the MLB news from across the league including hot stove rumors, free agent signings, trades, the stacked Dominican lineup for the World Baseball Classic, and a 2016 Cubs reunion at Cubs Con that is a must see! Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Cubs add and subtract some bullpen arms
bonusIn this segment, Crawly and Dustin talk about the direction of the bullpen that saw the loss of Brad Keller and Drew Pomeranz, the addition of Hoby Milner, the return of Caleb Thielbar, and some swings and missed on other targeted bullpen arms. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Get Ready for the 8th Annual Cubs Caroling Bar Crawl!
bonusIt’s the most wonderful time of the year! In this segment, Crawly talks to Danny Rockett about the 8th Annual Cubs Caroling Bar Crawl that will take place this Saturday at 4pm, starting at Output on Clark Street next to the Metro. Danny gives us a sneak preview of some of the new carols he has written to please the patrons of Wrigleyville’s finest establishments. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

2016 Cubs Reunion at Cubs Con is Loaded
bonusIn this segment, Crawly and Dustin discuss all the MLB news from across the league including hot stove rumors, free agent signings, trades, the stacked Dominican lineup for the World Baseball Classic, and a 2016 Cubs reunion at Cubs Con that is a must see! Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 328Cubs 2025 Winter Meetings Wrap Up
In Episode 328, Crawly and Dustin recap the Cubs' rumors swirling around the Winter Meetings, including which starting pitchers, relievers, and third baseman have been linked to the Northsiders. If the Cubs do add a third baseman, what will Matt Shaw's role with the team be? Crawly talks to Jeff Agrest, deputy sports editor and media columnist for the Sun Times on the story he broke about the shakeup for the Cubs network, and the guys go over all the latest news around MLB including some new members to the Hall of Fame, the draft pick order for the 2026 draft, and some new players are added to World Baseball Classic rosters. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

What About Matt Shaw?
bonusIn this segment, Crawly and Dustin recap the Cubs' rumors swirling around the Winter Meetings, including which starting pitchers, relievers, and third baseman have been linked to the Northsiders. If the Cubs do add a third baseman, what will Matt Shaw's role with the team be? Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Jeff Agrest
bonusIf you listened to Inside the Clubhouse this weekend on 670 the Score, you heard Crane Kenney discussing the many changes coming to the Marquee network.In this segment, Crawly talks to Jeff Agrest, deputy sports editor and media columnist for the Sun Times on the story he broke about the shakeup for the Cubs network Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

New members elected to the Hall of Fame, new players added to WBC roster
bonusIn this segment, Crawly and Dustin go over all the latest news around MLB including some new members to the Hall of Fame, the draft pick order for the 2026 draft, and some new players are added to World Baseball Classic rosters. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 327Cubs Looking To Rebuild Bullpen
In Episode 327, Crawly and Dustin discuss the Cubs addition of Phil Maton to the bullpen, losing out on the Dylan Cease sweepstakes, where the front office pivots to next for starting pitching, and Matthew Boyd joining Team USA for the World Baseball Classic, Crawly continues his tour of the Cubs minor league affiliate, this time talking the play by play voice of the South Bend Cubs, Brendan King about some of the top prospects that played last season for the Cubs high A affiliate, plus the guys preview the upcoming Winter Meetings which will generate plenty of hot stove talk, the Rule 5 draft, and a controversial Contemporary Baseball Era player ballot. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cubs add Maton, lose out on Cease
bonusIn this segment, Crawly and Dustin discuss the Cubs addition of Phil Maton to the bullpen, losing out on the Dylan Cease sweepstakes, where the front office pivots to next for starting pitching, and Matthew Boyd joining Team USA for the World Baseball Classic Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Brendan King
bonusIn this segment, Crawly continues his tour of the Cubs minor league affiliate, this time talking the play by play voice of the South Bend Cubs, Brendan King about some of the top prospects that played last season for the Cubs high A affiliate. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Contemporary Baseball Era Player Ballot
bonusIn this segment, Crawly and Dustin preview the upcoming Winter Meetings which will generate plenty of hot stove talk, the Rule 5 draft, and a controversial Contemporary Baseball Era player ballot. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Ep 326The Cubs Search For Free Agent Starting Pitching
In Episode 326, Crawly and Dustin examine some of the top free agent starting pitchers that Jed Hoyer may add to the rotation for 2026, Crawly talks to the new play by play broadcaster for the Cubs Low A Affiliate Myrtle Beach Pelicans Luke Moehle about some of the newest prospects in the Cubs system and the Pelicans amazing run to the postseason., plus the guys breakdown all the latest Cubs and MLB news including the Cubs adding three prospects the forty man roster, PCA joining Team USA, and MLB awards given out in Vegas. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Cubs Hunt for A Starting Pitcher
bonusIn this segment, Crawly and Dustin examine some of the top free agent starting pitchers on the market and try to figure out which one is the best fit for the 2026 Cubs. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Luke Moehle
bonusIn this segment, Crawly talks to the new play by play broadcaster for the Cubs Low A Affiliate Myrtle Beach Pelicans Luke Moehle about some of the newest prospects in the Cubs system and the Pelicans amazing run to the postseason. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cubs add prospects to roster, PCA on Team USA, and more!
bonusIn this segment, Crawly and Dustin breakdown all the latest Cubs and MLB news including the Cubs adding three prospects the forty man roster, PCA joining Team USA, and MLB awards given out in Vegas. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 325The Kyle Tucker Question|Ep 325
In Episode 325, Crawly and Dustin talk about the Cubs extending qualifying offers to Shota Imanaga and Kyle Tucker and the decision Jed Hoyer has to make on whether to get into the bidding for Kyle Tucker., Crawly talks to photographer Rich Biesterfeld about last weekends Fall Star Game in the Arizona Fall League that saw two Cubs prospects face off against some of the top young talent in the game, and the guys discuss all the latest Cubs news including Cade Horton finishing second in Rookie of the Year voting, Colin Rea getting a one year extension, and Kyle Hendricks announcing his retirement. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Interview with Rich Biesterfeld
bonusIn this segment, Crawly talks to photographer Rich Biesterfeld about last weekends Fall Star Game in the Arizona Fall League that saw two Cubs prospects face off against some of the top young talent in the game. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cade Horton Finishes Second In ROY Voting, Hendricks Hangs Em Up
bonusIn this segment, Crawly and Dustin discuss all the latest Cubs news including Cade Horton finishing second in Rookie of the Year voting, Colin Rea getting a one year extension, and Kyle Hendricks announcing his retirement. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Cubs Extend Qualifying Offer To Two Free Agents
bonusIn this segment, Crawly and Dustin talk about the Cubs extending qualifying offers to Shota Imanaga and Kyle Tucker and the decision Jed Hoyer has to make on whether to get into the bidding for Kyle Tucker. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Ep 324Cubs and Shota Imanaga Part Ways
In Episode 324, Crawly and Dustin discuss the Cubs' decision to not pick up the option on Shota Imanaga's contract, Andrew Kittredge being traded back to the Orioles, and the Cubs tying the franchise record for Gold Glove winners, Crawly talks to Kevin Schwartz of Schwartz Sports on which of your favorite athletes will be at the Chicago Sports Spectacular this November, plus the guys recap the exciting ending to the World Series that saw a ball wedged under a wall, an unlikely 9th inning hero, and an amazing performance by Yoshinobu Yamamoto. Was this the greatest World Series ever? Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shota Imanaga Is Now A Free Agent
bonusIn this segment, Crawly and Dustin discuss the Cubs' decision to not pick up the option on Shota Imanaga's contract, Andrew Kittredge being traded back to the Orioles, and the Cubs tying the franchise record for Gold Glove winners. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.