Surely You Can't Be Serious Podcast Podcast By Surely You Can't Be Serious PC cover art

Surely You Can't Be Serious Podcast

Surely You Can't Be Serious Podcast

By: Surely You Can't Be Serious PC
Listen for free

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
  • J. Geils Band "Freeze Frame" (1981): Track by Track!

    J. Geils Band "Freeze Frame" (1981): Track by Track!
    Apr 21 2026
    On this episode of the Surely You Can’t Be Serious Podcast, Jason and Dee travel back to 1981 to break down the breakthrough album Freeze-Frame from Boston’s favorite party band, The J. Geils Band.

    Track by track, the guys dive into every song on the album — from the massive MTV-era hits to the underrated deep cuts — exploring the stories behind the music, the evolution of the band’s sound, and how a gritty bar-band suddenly became one of the biggest pop acts in the world. Along the way, Jason and Dee share some of the wild behind-the-scenes tales from the band’s history, especially the unbelievable life intersections of frontman Peter Wolf, a man who crossed paths with so many rock legends he’s been dubbed the “Forrest Gump of Rock ’n’ Roll.”

    But success always comes with a price. As the band rocketed to the top of the charts, the pressures of fame, creative differences, and shifting musical direction began to pull the group apart. Jason and Dee examine how the very success of Freeze-Frame ultimately helped lead to the unraveling of the band itself.

    This episode kicks off Part 1 of a special three-part series celebrating the albums of 1981 (now celebrating their 45th anniversary). In the coming weeks, the guys will also break down Business as Usual by Men at Work and Private Eyes by Hall & Oates.

    Three iconic albums. Three deep dives.
    One final judgment — coming after Episode 3. 🎙️

    Support us on Patreon: https://www.patreon.com/c/surelypodcast

    Follow us on YouTube: https://www.youtube.com/@surelypodcast

    Check out our new merch store: https://surely-you-cant-be-serious-merch.myshopify.com/
    Show more Show less
    1 hr and 12 mins
  • "Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 2

    "Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 2
    Apr 14 2026
    Jason and Dee are back with Jill McCormick and Melissa Mingle for Part 2 of their deep-dive showdown between the final great teen films of John Hughes: Pretty in Pink vs. Some Kind of Wonderful.In this episode, the group turns their full attention to Some Kind of Wonderful, breaking down the unforgettable cast and characters — from Keith (Eric Stoltz) and Amanda Jones (Lea Thompson) to the scene-stealing Watts (Mary Stuart Masterson) and ultimate rich-kid villain Hardy Jenns (Craig Sheffer). The crew looks at performances, character arcs, and why this film often feels like the emotional mirror image of Pretty in Pink.Then it’s time to settle the debates that have been brewing since Part 1:
    • Which movie delivered the ultimate '80s jerk — Steff or Hardy?
    • What do we really think about Andie’s prom dress all these years later?
    • Did Blane actually do enough to earn Andie’s forgiveness?
    • Does Keith end up with the right girl?
    Finally, after two episodes of stories, nostalgia, and spirited debate, Jason, Dee, Jill, and Melissa each deliver their final judgment, crowning the definitive winner between two beloved Hughes-era classics.One movie gets the love. One movie gets left standing outside the prom.

    The verdict is finally in.

    Support us on Patreon: https://www.patreon.com/c/surelypodcast

    Follow us on YouTube: https://www.youtube.com/@surelypodcast

    Check out our new merch store: https://surely-you-cant-be-serious-merch.myshopify.com/
    Show more Show less
    50 mins
  • "Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 1

    "Pretty in Pink" (1986) vs. "Some Kind of Wonderful" (1987): Part 1
    Apr 7 2026
    On this special two-part deep dive, Jason and Dee are joined by friends of the show and Patreon all-stars Jill McCormick and Melissa Mingle to tackle the final face-off of the classic John Hughes teen era: Pretty in Pink vs. Some Kind of Wonderful.In Part 1, the gang rolls back to the mid-’80s to unpack the origins of both films—how Pretty in Pink emerged from Hughes’ collaboration with director Howard Deutch and how Some Kind of Wonderful became the spiritual “answer song” to its predecessor. They explore the cultural moment, the soundtracks, and why these two films feel like emotional cousins… even if they land very differently.

    Then it’s time for a full character breakdown of Pretty in Pink, including Andie (Molly Ringwald), Duckie (Jon Cryer), Blane (Andrew McCarthy), and Steff (James Spader). The crew digs into performances, casting what-ifs, behind-the-scenes stories, and how each character hit us differently then… and now.

    Of course, we couldn’t avoid the big questions:
    • The dress. Iconic? Overhyped? Misunderstood?
    • Did Blane actually do enough to earn redemption?
    • And which movie truly delivers the better bad guy?
    No final verdict just yet — the ultimate judgment is reserved for Part 2, where everyone will officially cast their vote and crown the champion of Hughes’ last great teen romance.If you’ve ever debated Team Duckie vs. Team Blane or wondered whether Watts could’ve walked into Shermer High and run the place, this episode is for you.Part 1 starts now.

    The final judgment is coming.

    Support us on Patreon: https://www.patreon.com/c/surelypodcast

    Follow us on YouTube: https://www.youtube.com/@surelypodcast

    Check out our new merch store: https://surely-you-cant-be-serious-merch.myshopify.com/
    Show more Show less
    50 mins
No reviews yet