Great Pop Culture Debate

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Best Song of 1999

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What was the Best Song of 1999? What was everyone listening to as they fretted about Y2K? Hop in the Great Pop Culture Debate time machine and join host Eric Rezsnyak and panelists Amy Pilott, Heather Maclean, and Kara Austin as they look back at the final Billboard Hot 200 of the 20th Century to determine which pop song was the very best of 1999. Songs discussed include: No Scrubs by TLC; Man I Feel Like a Woman by Shania Twain; Kiss Me by Sixpence None the Richer; Smooth by Santana and Rob Thomas; Believe by Cher; Genie in a Bottle by Christina Aguilera; Summer Girls by LFO; Slide by Goo Goo Dolls; I Want It That Way by Backstreet Boys; Bills Bills Bills by Destiny’s Child; All Star by Smash Mouth; Doo Wop That Thing by Lauryn Hill; Livin’ La Vida Loca by Ricky Martin; Baby One More Time by Britney Spears; and more.

Finished with Part 1? Then hit us, baby, one more time by listening to Part 2; both are included above!

Want to play along at home? Here's the Listener Bracket! Go to File > Make a Copy, fill it out, and then see how your picks stack up against our panel.

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Round 1 Match-Ups:

Match-Up 1: “No Scrubs” by TLC (1) vs. “Man! I Feel Like a Woman” by Shania Twain (8)

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Match-Up 2: “Kiss Me” by Sixpence None the Richer (4) vs. “It’s Not Right But It’s OK” by Whitney Houston (5)

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Match-Up 3: “Smooth” by Santana feat. Rob Thomas (3) vs. “That Don’t Impress Me Much” by Shania Twain (6)

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Match-Up 4: “Believe” by Cher (2) vs. “Scar Tissue” by Red Hot Chili Peppers (7)

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Match-Up 5: “Genie in a Bottle” by Christina Aguilera (1) vs. “Summer Girls” by LFO (8)

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Match-Up 6: “Slide” by Goo Goo Dolls (4) vs. “Jumper” by Third Eye Blind (5)

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Match-Up 7: “I Will Remember You” by Sarah Maclachlan (3) vs. “Angel” by Sarah Maclachlan (6)

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Match-Up 8: “I Want It That Way” by Backstreet Boys (2) vs. “Bills Bills Bills” by Destiny’s Child (7)

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Match-Up 9: “All Star” by Smash Mouth (1) vs. “Fly Away” by Lenny Kravitz (8)

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Match-Up 10: “Steal My Sunshine” by LEN (4) vs. “Doo Wop (That Thing)” by Lauryn Hill (5)

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Match-Up 11: “Save Tonight” by Eagle-Eye Cherry (3) vs. “Every Morning” by Sugar Ray (6)

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Match-Up 12: “Livin La Vida Loca” by Ricky Martin (2) vs. “Wild Wild West” by Will Smith (7)

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Match-Up 13: “...Baby, One More Time” by Britney Spears (1) vs. “Heartbreaker” by Mariah Carey (8)

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Match-Up 14: “Hands” by Jewel (4) vs. “Unpretty”  by TLC (5)

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Match-Up 15: “Iris” by Goo Goo Dolls (3) vs. “She’s So High” by Tal Bachman (6)

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Match-Up 16: “Mambo No. 5” by Lou Bega (2) vs. “If You Had My Love” by Jennifer Lopez (7)

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Need a playlist with all 32 nominated songs? Here you go:

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EPISODE CREDITS

Host: Eric Rezsnyak

Panel: Amy Pilott, Heather Maclean, Kara Austin

Producer: Mike Rapin

Editor: Jeffery Perry