Surely You Can't Be Serious Podcast
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/
Episodes
January 6, 2026 • 46 mins
The debate comes to a head. In Episode 2 of 2, Jason and Dee of the Surely You Can’t Be Serious podcast finish their head-to-head breakdown of the iconic 1985 films The Breakfast Club and St. Elmo’s Fire. This time, the focus shifts to the cast of St. Elmo’s Fire and the lasting legacy of its ensemble as full-fledged Brat Pack icons. For fun, Dee takes a sharper angle by calling out each character’s fatal flaw, while Jason counters...
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December 30, 2025 • 57 mins
Two defining films. One generation. And a debate that still hasn’t cooled down. In Episode 1 of 2, Jason and Dee of the Surely You Can’t Be Serious podcast kick off a head-to-head breakdown of the iconic 1985 films The Breakfast Club and St. Elmo’s Fire. The guys start at the beginning, exploring how each movie came together, the very different creative paths that led to their production, and the directors who shaped what would bec...
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December 23, 2025 • 39 mins
The madness continues. In Part 2 of their deep dive into the now-infamous Star Wars Holiday Special, Jason and Dee of Surely You Can’t Be Serious are once again joined by the guys from the 30something Movie Podcast to finish what they started. Having already crossed the point of no return, the crew pushes through the remaining skits, songs, and baffling story choices that somehow made it onto television. More celebrity appearances ...
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December 22, 2025 • 43 mins
What happens when a galaxy far, far away collides with late-1970s variety television and absolutely no one says no? In this very special (and possibly regrettable) episode of Surely You Can’t Be Serious, Jason and Dee are joined by special guest hosts from the 30something Movie Podcast to finally dare to watch — and break down — the now-infamous Star Wars Holiday Special. This is Part 1 of 2, and the guys go all in, dissecting ever...
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December 16, 2025 • 73 mins
On this episode of Surely You Can’t Be Serious, Jason and Dee dive headfirst into one of the defining albums of the 1990s: No Doubt’s Tragic Kingdom. The guys trace the band’s painfully slow rise to fame — from the Orange County ska scene and early lineup tragedy to years of label frustration — and explore how those struggles helped fuel the emergence of Gwen Stefani as a brand-new pop and alternative icon. This isn’t overnight suc...
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December 9, 2025 • 69 mins
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...
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...
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December 2, 2025 • 61 mins
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 A...
Jason and Dee unpack the creation of the record—from A...
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November 25, 2025 • 38 mins
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 y...
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This is our Stranger Things Season 1 Finale where we cover the music used in Episodes 5-8! In this episode we dive deep into one of the most iconic songs of the 80s (Sunglasses at Night), we take a look at the biggest selling single of all time (White Christmas) and we examine the amazing true story of "Carol of the Bells" and the incredible assassination of its composer! You won't believe it!
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November 20, 2025 • 40 mins
In this episode of the Soundtrack of Stranger Things we examine the artists and songs from Episode 4. This time we deep dive into the history of Joy Division, their impact on songs of the 80s and their tragic ending. You may not know much about these guys but, trust us, your friends, the story is amazing! Also friends don't lie.
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In this episode on the Soundtrack to Stranger Things we examine the artists and songs from Episode 3. This time we dive into the glorious music of Foreigner, their rise to classic rock fame and the turbulence along the way. We also discuss one timeless holiday classic, a classical piece that you'll recognize from Bugs Bunny and cap it all off with David Bowie and the most emotional song he's ever performed. You won't want to miss i...
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We continue our deep dive into the music of the Netflix show "Stranger Things". In this episode we cover a punk song with a back story so bizarre you'll have to hear it to believe it. We also discuss a couple of all time holiday classics and one of the biggest one hit wonders of the 80s! You will not want to miss this one! #strangerthings
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November 11, 2025 • 66 mins
When the Netflix show Stranger Things was released in 2016 it created a surge in interest for all things 80s including the music. Today we dive deep on the songs included in Season 1, Episode 1: "The Vanishing of Will Byers". The stories behind these songs are amazing! There is murder, suicide, drugs, an attempt to drug the President of the United States, a hang glider accident (it's true!) along with several iconic songs. So put t...
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November 4, 2025 • 50 mins
Jason and Dee are back to wrap up their 80s monster showdown as Teen Wolf (1985) goes head-to-head with The Monster Squad (1987)!In Part 2, the guys dive deeper into both films — from werewolves on the basketball court to kids hunting Dracula in suburbia — and explore what made each movie so uniquely memorable.
They discuss The Monster Squad’s incredible creature designs, Shane Black’s razor-sharp dialogue, and why it didn’t find it...
They discuss The Monster Squad’s incredible creature designs, Shane Black’s razor-sharp dialogue, and why it didn’t find it...
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October 28, 2025 • 52 mins
This week, Jason and Dee go full moon and monster mash as they kick off a two-part showdown between two beloved 80s cult classics — Teen Wolf (1985) and The Monster Squad (1987)!
In Part 1, the guys dig into the origins of both films, tracing how Jeph Loeb and Matthew Weisman brought the all-American werewolf comedy to life, while Shane Black and Fred Dekker crafted their monster-loving homage to the Universal classics. Along the wa...
In Part 1, the guys dig into the origins of both films, tracing how Jeph Loeb and Matthew Weisman brought the all-American werewolf comedy to life, while Shane Black and Fred Dekker crafted their monster-loving homage to the Universal classics. Along the wa...
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October 21, 2025 • 56 mins
This week, Jason and Dee float into the soft rock skies with Air Supply and their 1983 Greatest Hits album. Track by track, they explore the soaring melodies, tender heartbreaks, and behind-the-scenes stories of one of the most quietly dominant duos of the early 80s. From the emotional powerhouse “Making Love Out of Nothing At All” to the radio anthem “All Out of Love,” they uncover how Air Supply became the soundtrack to a thousan...
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October 14, 2025 • 67 mins
This week, Jason and Dee set a course for smooth waters as they dive into the world of Yacht Rock pioneer Christopher Cross, exploring his 1991 Greatest Hits collection. Track by track, they unravel the stories behind the songs—from the serene escape of “Sailing” to the driving groove of “Ride Like the Wind.” They dig into Cross’s unexpected rise, the pressure of sudden fame, and the quiet drama behind an artist who became the face...
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October 7, 2025 • 42 mins
This week Jason and Dee are back for the epic conclusion of their showdown between two of the quirkiest comedies of the 1980s — Pee-Wee’s Big Adventure (1985) vs. UHF (1989)! In part two, the guys dive deep into the cast of UHF, uncover fascinating tidbits and behind-the-scenes trivia from both cult classics, and reminisce about the impact these offbeat films had on pop culture. Finally, Jason and Dee render their final judgment: w...
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September 30, 2025 • 44 mins
This week, Jason and Dee dive handlebars-first into two of the quirkiest cult comedies of the 1980s: Pee-Wee’s Big Adventure (1985) and UHF (1989)! In Part 1 of this two-part showdown, the guys explore the wild and wonderful origins behind both films.Join them as they trace Paul Reubens' journey from the improv stages of the Groundlings to the creation of his iconic alter ego, Pee-Wee Herman, and how a stage act morphed into a belo...
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September 23, 2025 • 63 mins
This week, Jason and Dee crank up the volume and take you back to 1984 as they dive deep into Survivor’s multi-platinum classic “Vital Signs.” Track by track, they uncover the stories behind the songs, the lineup changes, and the simmering drama that shaped one of the 80s’ most iconic bands. Along the way, they chart the band’s pop-culture footprint — from heart-pounding training montages in Rocky III and Rocky IV to unforgettable ...
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