The Ben Maller Show
The Ben Maller Show

Hour 3 - Big Apple Bound

August 4, 2026

AI Summary

5 min read

"Some people say it's wrong to be this into sports," the ad says, but for Ben Maller, the trade deadline is a sacred ritual. On this episode of The Ben Maller Show, the host delivers a blistering post-mortem on the moves made by the New York Yankees and Milwaukee Brewers, arguing that both franchises failed to capitalize on their opportunities. Through extended metaphors involving Costco shopping, malfunctioning slot machines, and borrowed lawnmowers, Maller paints a picture of two teams that chose caution over aggression—and left their fanbases with little more than disappointment.

The Yankees: From Rodeo Drive to the Bargain Bin

Maller’s central critique of the Yankees is that they have abandoned their identity. "This is old family money," he says, contrasting the modern franchise with the George Steinbrenner era, when the Yankees were "always big game hunting" at the trade deadline. Instead of landing a true difference-maker, Brian Cashman acquired outfielder Elliot Ramos from the Giants and reliever Luis Garcia Jr. from the Nationals. Maller dismisses these moves as "the baseball equivalent of painting the wall white."

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What you'll learn

  • 1 (00:02) **Show Open & Host Banter** - Ben Maller opens the hour with ads and welcomes listeners.
  • 2 (04:57) **Yankees Trade Deadline: Elliot Ramos Acquisition** - Ben analyzes the Yankees' trade for outfielder Elliot Ramos from the Giants.
  • 3 (09:08) **Overall Grade of Brian Cashman's Shopping Spree** - Ben gives his evaluation of the Yankees' entire trade deadline approach.
  • 4 (13:45) **Brewers Trade Deadline: Dustin May Acquisition** - Ben discusses the Milwaukee Brewers' deadline moves, led by acquiring pitcher Dustin May from the Cardinals.
  • 5 (18:50) **Hit the Man: DeAndre Hopkins & Jameson Williams** - Ben answers rapid-fire sports questions from listeners.
  • 6 (21:01) **Cowboys Ownership & Maller Riddle Intro** - Ben reacts to a potential sale of the Dallas Cowboys and introduces the riddle.
  • 7 (21:47) **Maller Riddle of the Day: Taylor Trammell** - Ben reads listener guesses and reveals the answer to the riddle.

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Guests on this episode

Show Notes

Ben Maller talks about the Yankees grabbing Heliot Ramos from the Giants, Brian Cashman's shopping spree for the Yankees, how Brewers fans should feel about landing Dustin May, Maller to the Third Degree, Maller's Mountain of Money: Barack Obama Edition, and more!

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