Terribly Unoblivious

Terribly Unoblivious

Dive deep into the realms of the unconventional with "Terribly Unoblivious" – a podcast where norms are challenged, thoughts expanded, and openness cultivated. This is not your average dialogue space; it’s a confluence where curiosity meets a willingness to listen to diverse opinions. Every episode is a journey that untangles the threads of conventionality, exploring the world through lenses unfettered by the ordinary. Join us as we engage in enlightening conversations that ignite insights, foster understanding, and provoke thoughtfulness beyond the visible horizons of societal expectations. Get ready to transcend the ordinary and embrace the extraordinary with "Terribly Unoblivious."

Episodes

January 19, 2026 53 mins

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A quote from The Dark Knight, a detour through Heat, and suddenly we’re not just talking movies—we’re talking systems, stakes, and why “hope is not a plan.” We riff on chaos and anger with our running “Deuce Bruces” gag, but it all funnels into something real: how to design your life so it doesn’t fold when the first thing goes wrong. From tech jobs that used to implode to the “engineer bags” and weekly inventories th...

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If social pressure had a season, it would be December. We jump straight into the mess of timelines, labels, and expectations: how long should you wait to commit, and who gets to decide what “dating” even means? The joke about seven dates not being “dating” turns into a smarter question—are we aligned on language and outcomes, or hiding behind ambiguity to dodge responsibility?

From there, we wade into the dee...

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A crackling fire, a quiet room, and a loud truth: sometimes “working on yourself” is just a clever way to avoid yourself. We pull on that thread and unravel the difference between meaningful growth and restless avoidance, from journaling and therapy binges to the seductive trap of endless prep with no action. If you’ve ever felt unworthy when you’re not producing or performing, this one hits close to home.

We...

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December 29, 2025 41 mins

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If your days feel loud, scattered, and oddly fragile, this conversation hands you a calmer operating system. We start by redefining “sharpness” as the quiet power of preparedness: those small, boring habits that stack into confidence when things get messy. Think kitchens at peak service—labels aligned, green tape cut with scissors, everything in its place so execution can be fast, clean, and adaptable.

We sha...

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A song cue, a cult movie memory, and one reckless idea—drive a tiny car from Prague to Kazakhstan. That’s the spark. What follows is the real story: two friends stress-testing the line between adventure and responsibility, and discovering how journals, Stoicism, and honest conversation can keep both the engine and the mind running. We weigh the rush of open routes against the people who need us home, then explore the ...

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A ten-year-old watches a Pearl Harbor montage and nails the logic of escalation better than most headlines—and that sparks a bigger conversation about cycles we can’t stop, stress we secretly crave, and the way small choices turn into big messes. We jump from history to heirlooms to the uneasy market for forbidden artifacts, and why some collectors quietly buy propaganda just to burn it. That leads to a different kind...

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December 1, 2025 90 mins

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Ever notice how the promise of “better gear” turns into a respectable way to procrastinate? We start with light banter and land in a deeper pocket: grief, loneliness, and the quiet work of rebuilding routines when life changes. That flows into a theme we kept circling—how durability and simplicity create momentum. A heavy, pink Schwinn becomes transport and training; old leather boots outlast the trend cycle; a ruck t...

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July 25, 2025 86 mins

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Have you ever felt that heavy blanket of anxiety or depression weighing on your chest, making even breathing feel like a monumental task? This deeply personal episode takes you into the heart of what it means to struggle with self-worth and discover healthier pathways forward.

Brad and Dylan share candid reflections on their mental health journeys, highlighting that breakthrough moment when you finally find a...

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What drives someone to build a full-sized airplane in their basement? The same thing that makes us question insurance company CEOs, contemplate multiverses, or find reasons to stay alive during our darkest moments – the search for meaning.

From the moment we descend into Dylan's basement workshop, surrounded by airplane parts and half-finished projects, this episode takes us on a journey through the thin...

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Have you ever wondered if you're your own harshest critic or if you're blissfully oblivious like the rest of us? Join Brad and Dylan as they embark on a hilarious yet deeply introspective journey through the frosty landscapes of self-preservation and self-deception. With a blend of candid humor and genuine reflection, they tackle the intriguing concept of being "Meditatively Unaware," questioning w...

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Have you ever wondered if a teenager's bathroom antics could lead to a slippery disaster, or if homemade flamethrowers were really a thing? In our latest episode of the Terribly Unoblivious Podcast, we kick things off with a lighthearted discussion on the cyclical nature of life's experiences, including the hilarity of a teenager named Phoenix who managed to transform a bathroom into a cologne-slicked hazard...

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Is the allure of a 2018 Pinot Noir from Gap's Crown Vineyard enough to spark a discussion on the complexities behind sports and academics? Our episode begins with a flavorful examination of wine, setting the stage for a spirited debate on scholarships, particularly the unique opportunities available for female athletes in Division II and III schools. Get ready for a shift in gears as we tackle the NCAA's lat...

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Ever wondered how our favorite music videos and movies from the past still influence us today? Join us as we journey through some iconic pop culture moments, like Yellowcard's unforgettable MTV tribute to "The Breakfast Club" and Charlie Sheen's legendary cameo in "Ferris Bueller's Day Off." We reflect on the emotional power of the Foo Fighters' performance with Taylor Hawkins&a...

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Ever wondered why certain songs make you crave tacos and margaritas instantly? Tune in as we chat about the powerful, almost Pavlovian response to summer jams like "Volver Volver" and our neighbor's relentless Spanish guitar practice. We humorously consider hiring him for his unique talents while pondering whether playing cantina music regularly could solve our Mexican food cravings. Plus, we laugh abou...

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Embark on a captivating odyssey through the shadows of Plato's Allegory of the Cave with Brad and me, as we peel back the layers of reality, knowledge, and the blissful spark of enlightenment that beckons from beyond our digital screens. With wit as sharp as the flickering flames that cast those ancient shadows, we navigate the murky waters of social-media-induced delusions, all the while juxtaposing the profound...

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Ever feel like you're walking a tightrope between affection and codependency, or find yourself questioning the authenticity of ADHD diagnoses? Strap in, because we are about to take you on a rollercoaster ride through these complex terrains. We'll share personal stories that might just mirror your own experiences and debate the stickiness of relationships, the intricacies of mental health prescriptions,...
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Have you ever considered the thin line where unconditional love could turn into something akin to Stockholm syndrome? This episode embarks on a journey to uncover the nuances of personal growth and relationships. We start by contemplating Elon Musk's capacity for emotional presence, despite the demands of his life—could the tech mogul also find success in the realms of fatherhood? We'll also tackle the Ship ...

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March 26, 2024 59 mins

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Embark on a philosophical adventure with us and our special guest Annie, as we peel back the layers of the Ship of Theseus puzzle. It's not just an ancient paradox; it's a lively debate about the very core of identity that still captures the imagination today. Throughout our episode, we trace the lines between the tangible and intangible, contemplating whether we, like the storied ship, remain 'us'...

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March 11, 2024 52 mins

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We love to start this episode grooving to Brad's "fucking theme song." With Abigail Shrier's bold claims on Joe Rogan's podcast about 'Bad Therapy' as our compass, we traverse the landscape of professional advice—questioning if today's therapists are indeed wrapping the next generation in cotton wool. The journey isn't without its potholes as we scrutinize the notion o...
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Ever found yourself questioning the very fabric of reality in our AI-infused world? That's the rabbit hole we're leaping headfirst into, as we spar with disinformation's dark arts and the genuine perplexity of artificial intelligence. Imagine a society where deep fakes make you double-take at your own memories and where the boundary between human essence and binary code is as blurred as a UFO sight...
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