Episodes

  • Overthinking About Flirting

    Overthinking About Flirting
    Mar 18 2026
    Why does flirting feel so natural for some people and completely impossible for the rest of us? This week, Amanda is joined by dating coach and relationship expert Francesca Hogi (@dearfranny) to overthink the art and anxiety of flirting. Together they unpack why flirting often gets misunderstood as manipulation or performance, how modern dating apps have scrambled our instincts, and why genuine curiosity might be the most underrated flirting skill of all. From the fear of coming on too strong to the panic of missing signals entirely, they explore the psychology behind attraction and the subtle ways we communicate interest. A playful spiral about eye contact, mixed signals, and why flirting might actually be less about being charming and more about being present. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    54 mins
  • Overthinking About Feeling Doomed

    Overthinking About Feeling Doomed
    Mar 4 2026
    This week, host Amanda Montell takes the mic solo to overthink the creeping sense of doom that seems to hum beneath modern life. Drawing from her Esquire essay on “doomslang,” she unpacks the language we use to joke about collapse, catastrophe, and existential dread... and what those jokes might be revealing about how we’re actually coping. From ironic nihilism to memeified despair, Amanda explores why we’ve turned apocalypse into punchline, how constant crisis reshapes our nervous systems, and whether calling everything “doomed” is a defense mechanism… or a warning. A short spiral about dread, dark humor, and the strange comfort of saying the quiet part out loud. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical Shop plans at https://MINTMOBILE.com/magical To learn more about how to support Minnesota’s immigrant communities, check out this MSP Mag article, which shares several ways to offer help or find support. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    25 mins
  • Overthinking About Workaholism

    Overthinking About Workaholism
    Feb 18 2026
    This week, Amanda is joined by psychologist and bestselling author Guy Winch (@guywinch) to overthink workaholism. Why being “busy” feels virtuous, why burnout can masquerade as success, and how overworking often hides deeper emotional needs. Together, they unpack the psychology behind overwork and the quiet ways it can become a socially acceptable addiction. The conversation offers a new lens on why so many of our attempts at “work/life balance” leave us feeling even more depleted and what it might actually take to build a life that feels sustainable instead of performative. A reflective spiral about rest, self-worth, and learning that you are more than what you produce. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical To learn more about how to support Minnesota’s immigrant communities, check out this MSP Mag article, which shares several ways to offer help or find support. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    48 mins
  • Overthinking About Being A Flake

    Overthinking About Being A Flake
    Feb 4 2026
    When did canceling plans become a personality trait... and at what cost? This week, Amanda is joined by writer and internet culture expert Kate Lindsay (@kathrynfiona) to overthink being a flake... not as a quirky coping mechanism, but as a habit that can quietly shrink our lives. Together, they explore how chronic flakiness can lead to isolation, weaken our relationships, and negatively impact mental health, especially in the burnout aftermath of the pre-COVID girlboss era that taught us to overextend and then retreat. The conversation traces how exhaustion, overwork, and digital culture have reshaped our tolerance for social effort, and when “protecting your peace” starts to look like opting out entirely. A sobering but compassionate spiral about burnout, loneliness, and the hard work of choosing connection again. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Sign up for your one-dollar-per-month trial period at⁠ https://SHOPIFY.COM/magical⁠ Get 50% off Unlimited premium wireless at ⁠https://MintMobile.com/magical To learn more about how to support Minnesota’s immigrant communities, check out this MSP Mag article, which shares several ways to offer help or find support. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    48 mins
  • Overthinking About Confrontation

    Overthinking About Confrontation
    Jan 21 2026
    Why does speaking up feel so terrifying even when we know we’re right? This week, host Amanda Montell (@amanda_montell) is joined by happiness researcher and psychologist Sonja Lyubomirsky (@sonjalyubomirsky) to overthink confrontation: why we avoid it, why we rehearse it endlessly in our heads, and why it so often feels riskier than staying silent. Together, they explore what confrontation does to our nervous systems, how fear of conflict gets tangled up with people pleasing and self worth, and when avoiding hard conversations actually costs us more in the long run. A gentle spiral about courage, communication, and learning to trust yourself enough to say the thing out loud. Further Reading: How To Feel Loved by Sonja Lyubomirsky - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    46 mins
  • Overthinking About Horniness

    Overthinking About Horniness
    Jan 7 2026
    Welcome to 2026, overthinkers! A question to start off the new year: Are you weirded out by your relationship to your own horniness? This week, Amanda is joined by sex educator, author, and cultural translator Shan Boodram to unpack how physical desire gets shaped by culture, social media, gender, power, and self-image, and why it can feel empowering one moment and deeply shameful or confusing the next. Tune in as they discuss unfiltered listener-submitted questions about wanting too much, wanting too little, and wanting all the “wrong” things. This episode is a gentle spiral about learning to trust what your body is trying to tell you. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up a copy of Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical This January, quit overspending on wireless with 50% off Unlimited premium wireless at https://MintMobile.com/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    55 mins
  • Overthinking About Nostalgia

    Overthinking About Nostalgia
    Dec 10 2025
    Why does looking back feel so sweet, so painful, and so irresistible this time of year? In this special short episode, Amanda takes a moment to reflect on the year of Magical Overthinkers from the fan favorite episodes to the conversations that changed us. Then she reads her Los Angeles Times essay on nostalgia, exploring why we cling to the past, how memory both comforts and distorts us, and what it means to long for a version of life that never quite existed the way we remember it. A gentle closing spiral for the year, filled with gratitude, bittersweetness, and a little hint of what’s coming next season. - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up a hard copy of Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Stop putting off those doctors appointments and go to https://Zocdoc.com/MAGICAL Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    22 mins
  • Overthinking About Ragebait

    Overthinking About Ragebait
    Nov 26 2025
    Why does it feel like every time we open our phones, something is begging us to get angry? This week, just in time for Thanksgiving, host Amanda is joined by theologian, ethics professor, and No Small Endeavor host Lee C. Camp (@leeccamp) to overthink about ragebait; the outrage optimized content designed to divide us, drain us, and keep us doomscrolling. Together, they explore how polarization has turned irritation into entertainment, why we’re so easily pulled into cycles of collective fury, and the surprising antidotes. A reflective spiral about anger, attention, and the radical act of meeting each other beyond the algorithm. Sign up for your one-dollar-per-month trial period at⁠ https://SHOPIFY.COM/magical⁠ - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up a hard copy of Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    46 mins