Best Madonna Single

In this Season 0 episode, the Debaters get into the groove and go deeper and deeper into pop megastar Madonna's catalogue to determine the Best Madonna Single Ever! Songs discussed: “Express Yourself,” “Ghosttown,” “Don’t Tell Me,” “Justify My Love,” “Papa Don’t Preach,” “Human Nature,” “Frozen,” “Sorry,” “Like a Prayer,” “Jump,” “Like a Virgin,” “Secret,” “Live to Tell,” “Material Girl,” “Into the Groove,” “Erotica,” “Ray of Light,” “Crazy for You,” “Borderline,” “Open Your Heart,” “Lucky Star,” “Nothing Really Matters,” “Hung Up,” “Deeper and Deeper,” “Vogue,” “Beautiful Stranger,” “Take a Bow,” “La Isla Bonita,” “Holiday,” “Get Together,” “Music,” “Rain”

Join host Eric Rezsnyak and panelists Amy Pilott, Kate Racculia, and Michael Schwarz as they refuse to go for second best and put their love of Madge to the test. 

Want to play along at home? Click here for the downloadable listener bracket. Make a copy for yourself, fill it out to the end, and see if your picks match up with ours!

NOTE: This episode is part of Season 0, our “test run” episodes that predated the launch of the podcast. Season 0 episodes are only available to Patreon subscribers. To listen to them, as well as countless hours of other exclusive Patreon content, become a supporter of the podcast today.


Round 1 Match-Ups:

Match-Up 1: “Express Yourself” (1) vs. “Ghosttown” (8)

Match-Up 2: “Don’t Tell me” (4) vs. “Justify My Love” (5)

Match-Up 3: “Papa Don’t Preach” (3) vs. “Human Nature” (6)

Match-Up 4: “Frozen” (2) vs. “Sorry” (7)

Match-Up 5: “Like a Prayer” (1) vs. “Jump” (8)

Match-Up 6: “Like a Virgin” (4) vs. “Secret” (5)

Match-Up 7: “Live to Tell” (3) vs. “Material Girl” (6)

Match-Up 8: “Into the Groove” (2) vs. “Erotica” (7)

Match-Up 9: “Ray of Light” (1) vs. “Crazy for You” (8)

Match-Up 10: “Borderline” (4) vs. “Open Your Heart” (5)

Match-Up 11: “Lucky Star” (3) vs. “Nothing Really Matters” (6)

Match-Up 12: “Hung Up” (2) vs. “Deeper and Deeper” (7)

Match-Up 13: “Vogue (1) vs. “Beautiful Stranger” (8)

Match-Up 14: “Take a Bow” (4) vs. “La Isla Bonita” (5)

Match-Up 15: “Holiday” (3) vs. “Get Together” (6)

Match-Up 16: “Music” (2) vs. “Rain” (7)

Want to listen to all the songs at once? We made a playlist for you!


Want to play along at home?

Download the Listener Bracket and see if your picks match up with ours!

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Episode Credits

Host: Eric Rezsnyak

Panel: Amy Pilott, Kate Racculia, Michael Schwarz

Editor: Mike Rapin

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