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Baseball

Episode 333: What If?

Chase Madorsky August 20, 2025


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This week on The Underdog MLB Show:

On this week’s episode, we discuss various What If baseball scenarios throughout our lifetime, including Billy Beane running the Red Sox, various A-Rod trade scenarios, baseball in Florida if Jose Fernandez had not passed away, the Yankees success if Hank Steinbrenner took over, if Michael Jordan would have stayed in baseball had the 1994 strike been avoided, and Mike Trout’s career if Albert Pujols had never signed with the Angels. We also discuss the Pohlad family taking the Twins off the market, potential divisional realignment with expansion, and the latest TV news around baseball.

 

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Author

Chase Madorsky

Chase Madorsky is a UCLA graduate and baseball fanatic who lists Derek Jeter as his favorite athlete of all-time and is still convinced that David Wells should be the model for all aspiring pitchers. He supports his hometown New York Yankees and is currently waiting for the reemergence of his beloved New York Giants, New York Knicks, and UCLA Bruins.

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