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Surely You Can't Be Serious Podcast

Surely You Can't Be Serious Podcast

By: Surely You Can't Be Serious PC
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The pinnacle of infotainment! Crazy stuff you didn’t know about the greatest movies and music of the 80’s, 90’s, and beyond. Hilarity ensues as a research professor and a pop culture savant are pitted against each other in a debate to determine what entertainment icons of film, music, and games are the best of the best of Generation X. https://www.thesurelypodcast.com/Copyright Surely You Can't Be Serious PC Art Music
Episodes
  • Jewel "Pieces of You" (1995): Track by Track!
    Dec 9 2025
    This week on the Surely You Can’t Be Serious podcast, Jason and Dee continue their 90s album trilogy by exploring the quiet, unconventional, and deeply heartfelt debut that turned a young Alaskan singer-songwriter into a global sensation—Jewel’s Pieces of You.

    The guys dig into Jewel’s extraordinary backstory: her nomadic childhood in the Alaskan wilderness, the hardships that shaped her voice and worldview, and her determination to bring stripped-down, folk-driven storytelling to a pop landscape dominated by grunge and polished radio hits. Jason and Dee break down how Pieces of You was created—from the raw, minimalist production to the live-recorded tracks that captured the honesty of her coffeehouse performances.

    They uncover the stories behind every song, from the emotional punch of “You Were Meant for Me,” to the aching vulnerability of “Foolish Games,” to the social commentary woven throughout the album’s lesser-known tracks. And they trace the album’s slow but unstoppable rise as it connected with listeners one heart at a time, ultimately becoming one of the defining singer-songwriter albums of the decade.

    This is week two of a three-week showdown. Jason and Dee kicked things off with Alanis Morissette’s Jagged Little Pill, and next week they’ll wrap up the trilogy with No Doubt’s Tragic Kingdom. Once all three albums are on the table, how will the guys rank these 90s icons in terms of songwriting, impact, longevity, and cultural footprint?

    Tune in to find out—because the ultimate 90s showdown is heating up.
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    1 hr and 10 mins
  • Alanis Morissette "Jagged Little Pill" (1995): Track by Track!
    Dec 2 2025
    This week on the Surely You Can’t Be Serious podcast, Jason and Dee dive headfirst into one of the defining albums of the 1990s—Alanis Morissette’s Jagged Little Pill. The guys trace Alanis’s remarkable rise from Canadian teen pop idol to alt-rock truth-teller, exploring how a young artist reinvented herself and ended up creating one of the most influential albums of the decade.

    Jason and Dee unpack the creation of the record—from Alanis’s fateful collaboration with producer Glen Ballard, to the raw, confessional writing sessions that would reshape her public persona and give voice to a generation. They break down the production choices that gave the album its signature emotional punch and explain how Jagged Little Pill exploded into a cultural force that no one saw coming.

    And of course, the guys tell the story behind every track: the heartbreaks, the therapy sessions, the studio magic, and the controversies that surrounded songs like “You Oughta Know,” “Ironic,” and “Head Over Feet.”

    But this is just the beginning.
    Over the next two weeks, Jason and Dee will compare Jagged Little Pill with Jewel’s Pieces of You and No Doubt’s Tragic Kingdom—two other iconic albums that shaped the 90s and launched careers. Which album has the strongest songwriting? The biggest cultural footprint? The deepest emotional resonance? And how will the guys ultimately rank these three 90s juggernauts?

    Tune in as Jason and Dee rank them all—and maybe break a few hearts along the way.
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    1 hr and 1 min
  • Top 5 Worst Sequels of the 80s!
    Nov 25 2025
    Sometimes after a movie is successful, a sequel is made to further the adventures with the characters in that world. Many times that story is bad (but not always). Sometimes it is an outright embarrassment. In this episode Jason and Dee breakdown their list of the bad decisions, poorly casted, money-grabbing, worst sequels of the 1980s! Join us for a fun discussion on all things cringy, dopey and overall dumb. Does our list match your list? Buckle up!
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    38 mins
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