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If your trauma helped shape who you are, what happens to you when you start healing it? This week, Amanda is joined by complex trauma expert, therapist, and NYU adjunct professor Dr. Gillian O’Shea Brown, LCSW (@dr.gillianosheabrown), author of Psyche’s Awakening, to untangle some of the questions that tend to get flattened into therapy-speak online. They overthink the difference between acute and complex trauma, why certain songs can send us straight back into an old emotional reality, whether being cheated on can be traumatic, and how to know if you’re actually processing your pain or just overwhelming yourself all over again. They also get into closure fantasies, talking to the parent who hurt you, the strange ways old wounds can become ambition or perfectionism, and the fear that healing might erase the person you fought so hard to become. An eye opening spiral about triggers, coping mechanisms, closure, and becoming more yourself instead of less. Further Reading: Psyche’s Awakening by Dr. Gillian O’Shea Brown, LCSW 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.See Amanda, in person! Sounds Like A Cult is coming to you LIVE from The Elysian in LA on October 15th! Get tickets at soundslikeacult.com! Thanks to our Sponsors: Download Whatnot today and get $20 Off and free shipping on your first purchase.  If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X Learn more about your ad choices. Visit podcastchoices.com/adchoices

Would you ever date an AI boyfriend? Before you say absolutely f*****g not, consider this: plenty of people who swear they’d never have an “AI relationship” are already turning to chatbots for reassurance, emotional processing, difficult conversations, or the occasional late-night spiral. This week, Amanda is joined by Bridget Todd (@bridgetmarieindc), host of There Are No Girls on the Internet and author of Love at First Prompt: AI and the Future of Intimacy, to overthink what happens when technology starts creeping into our most private emotional spaces. They talk about women using AI for romance because dating men feels increasingly hostile, neurodivergent people using chatbots to rehearse human connection, the appeal of a boyfriend who literally never gets tired of talking about books, and the very real misogyny baked into “girlfriends who never say no.” But in the world of large language models, who gets to own, shape, and profit from the parts of us that feel most intimate. An inquisitive spiral about loneliness, desire, digital intimacy, and who gets access to our inner worlds.Further Listening: Love at First Prompt by Bridget Todd 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. See Amanda, in person! Sounds Like A Cult is coming to you LIVE from The Elysian in LA on October 15th! Get tickets at soundslikeacult.com! Use code MAGICAL at jonesroadbeauty.com to get a Free Gift with your first purchase! #JonesRoadBeauty #ad If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X Learn more about your ad choices. Visit podcastchoices.com/adchoices

What if you actually get your dream job... and then realize you're not living the dream you thought you would? This week, Amanda is joined by Cherie Brooke (@cherie.brooke) and Jean (@_jeanluo), hosts of the Tiger Sisters podcast (@tigersisterspodcast), who both left impressive corporate careers after discovering that the jobs their younger selves would have killed for no longer fit the lives they wanted. Together, they overthink golden handcuffs, the privilege built into pursuing passion, and why a job doesn’t have to provide purpose, identity, money, joy, and self-actualization all at once. They talk about taking sabbaticals, experimenting before making a giant career leap, letting yourself “fade in and out” of ambition, and why a perfectly good job that pays the bills might actually be part of your dream life.  A thoughtful spiral about ambition, career pivots, and building a dream life instead of obsessing over one perfect job.Further Listening: Tiger Sisters Podcast - 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

We say we want more human connection, so why can texting “want to hang?” feel weirdly like begging? This week, Amanda is joined by ICU nurse, New York Times bestselling author, and Stories from a Stranger host Hunter Prosper (@hunter_prosper), whose work interviewing strangers has taught him that connection often starts with something deceptively simple: actually listening. Together, they overthink why we assume we’re burdening our friends, the case for the humble 20-minute “micro hang,” and how to be vulnerable without accidentally oversharing your way into an intimacy level you never signed up for. They also get into our increasingly unrealistic expectations around constant communication, why one awkward social moment probably isn’t being dissected in the group chat, and how many potential friendships die because everyone is waiting for someone else to make the first move.A thoughtful spiral about loneliness, vulnerability, and being brave enough to say hi first. Further Reading: Stories From A Stranger by Hunter Prosper - 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. Thanks to our Sponsors: Download Whatnot today and get $20 Off and free shipping on your first purchase.  If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X Sign up for your one-dollar-per-month trial today at ⁠⁠⁠https://SHOPIFY.COM/magical Save 20% Off Honeylove by going to https://honeylove.com/Overthink Learn more about your ad choices. Visit podcastchoices.com/adchoices

Are you ambitious... or just exhausted? This week, Amanda is joined by award winning journalist and author of The Ambition Penalty, Stefanie O'Connell (@stefanieoconnell), to unpack one of the most misunderstood words in our vocabulary, ambition. They explore why ambition isn't a fixed personality trait, how corporate culture rewards some people while penalizing others for the exact same behavior, and why women are so often expected to walk an impossible tightrope between being "too much" and "not enough." They answer listener thought spirals about external validation, comparison, girlboss burnout, trad wives, capitalism, and whether it's possible to want a big life without letting your achievements define your worth. A validating spiral about redefining success and realizing your ambition was never the problem.Further Reading: The Ambition Penalty by Stafanie O'Connell - 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. Get 20% off at https://BUYRAYCON.com/MAGICALOPEN 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

This week, Amanda is joined by entrepreneur, former supreme court attorney and professional poker player, and author of You Can Just Do Things, Cate Hall, to unpack why starting over feels so terrifying and why it might be the very thing that leads us toward a more authentic life. Together, they chat about the fear of quitting, the sunk cost fallacy, why we crave a tidy life story, and how to tell the difference between running away from something and running toward yourself. They also answer listener thought spirals about toxic jobs, divorce, changing careers, moving across the world, getting "too old" to begin again, and whether it's ever really too late to start over.Further Reading: You Can Just Do Things by Cate Hall with Sasha Chapin - 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. - If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X ⁠- Download Whatnot today and get $20 Off and free shipping on your first purchase.  Learn more about your ad choices. Visit podcastchoices.com/adchoices

Why are we so afraid of getting older? Is it really about wrinkles... or are we actually afraid of losing our purpose, our identity, and the people we love? This week, Amanda is joined by oncologist, bioethicist, and Eat Your Ice Creamauthor Dr. Ezekiel "Zeke" Emanuel (@drezekielemanuel) to unpack our culture's obsession with staying young. Together, they explore why the wellness industry's promises of longevity miss the point, why curiosity matters more than looking 25 forever, and why some of the happiest, most meaningful years of life may still be ahead of us. They answer listener thought spirals about Botox, becoming "invisible," feeling behind in adulthood, retirement, and whether getting older has to mean becoming less yourself. A hopeful spiral about learning to fear aging a little less... and living a little more. Further Reading: Eat Your Ice Cream by Ezekiel J. Emanuel, MD - 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. Thanks to our Sponsors: Sign up for your one-dollar-per-month trial today at ⁠⁠https://SHOPIFY.COM/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices

Why does failure feel so much bigger than it actually is? This week, Amanda is joined by entrepreneur, author, and leadership coach Jane Marie Chen (@janemarie.chen) to spiral about failure: why we're so terrified of it, why we avoid it at all costs, and why it often hurts so much more than the thing that actually happened. Together, they explore perfectionism, rejection, burnout, imposter syndrome, and the childhood experiences that shape our relationship to failure long before we ever encounter it. And what if failure isn't evidence that we're unworthy? What if it's simply the price of catching bigger waves? A reflective spiral about risk, resilience, and learning to love yourself even when things don't go according to plan. Further Reading: Like a Wave We Break by Jane Marie Chen - 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. - If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X ⁠- Download Whatnot today and get $20 Off and free shipping on your first purchase.  Learn more about your ad choices. Visit podcastchoices.com/adchoices

No matter how old we get, there’s a decent chance a small part of us is still trying to impress, understand, forgive, rebel against, or be comforted by our mothers. This week, Amanda is joined by writer and editor Ashley Oerman (@ashleyoerman), author of Motherf*cked, to spiral about one of the most loaded relationships in the human experience: the one between mothers and their children. Together, they unpack the impossible expectations placed on mothers, the ways our earliest relationships shape our adult identities, and why "mommy issues" have become both a punchline and a profound psychological reality. A tender spiral about the stories we spend a lifetime trying to rewrite. Further Reading: Motherf*cked: How to Stop Your Mothers Toxic Drama from Ruining Your Life by Ashley Oerman - 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. Thanks to our Sponsors: Sign up for your one-dollar-per-month trial today at ⁠https://SHOPIFY.COM/magical⁠ Shop plans at ⁠https://MINTMOBILE.com/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices

When we first aired this episode in 2024, burnout felt like the defining emotional state of modern life. Two years later… honestly, not much has improved. If anything, burnout has shape-shifted. The girlboss hustle era may be less aspirational than it once was, but it’s been replaced by new flavors of exhaustion: constant digital overwhelm, economic anxiety, doomscrolling, and the strange pressure to be “healing” productively at all times. So this week, we’re revisiting Amanda’s conversation with the brilliant Amelia Nagoski (@burnoutbookgroup), co-author of Burnout: The Secret to Unlocking the Stress Cycle, for a much-needed refresher on what burnout actually is. Together, they unpack what happens when our bodies get stuck in an incomplete stress response cycle, why modern life keeps us there, and what it actually takes to start feeling better. If you’re emotionally fried, physically depleted, or somehow both overstimulated and numb, this one’s for you. We’ll be back in two weeks with a brand new episode.Further Reading: Burnout: The Secret to Unlocking the Stress Cycle by Emily Nagoski, PhD, and Amelia Nagoski, DMA - 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. Thanks to our Sponsors: If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠bit.ly/3OdtU5X Learn more about your ad choices. Visit podcastchoices.com/adchoices

What does “thinking critically” actually mean and why is everyone so convinced they’re already good at it? This week, Amanda is joined by psychologist and author of Radical Thinking, Peter Lamont to explore how all of our beliefs are shaped by a limited slice of what we notice and how we interpret it, which means disagreement is inevitable. Peter reframes critical thinking as something quieter and more uncomfortable: recognizing the limits of your own perspective and being willing to engage with people who see the world differently. From the role of the internet and social media to why curiosity might matter more than certainty, this episode is a grounded spiral about attention, interpretation, and learning to question your own thinking before anyone else’s. Further Reading: Radical Thinking: How to See the Bigger Picture by Peter Lamont - 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. Thanks to our Sponsors: Sign up for your one-dollar-per-month trial today at https://SHOPIFY.COM/magical If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at bit.ly/3OdtU5X Learn more about your ad choices. Visit podcastchoices.com/adchoices

What does a healthy relationship actually look like, and who gets to decide? This week, Amanda is joined by relationship expert Dr. Sara Nasserzadeh (@dr.saranasserzadeh) to overthink "healthy" relationships. Together, they unpack why “healthy” can feel impossible to define, and why a more useful question might be: Does this relationship leave you feeling fulfilled? They explore how many people waste energy trying to fix the wrong things, and Sara breaks down the six ingredients she believes help relationships thrive. From situationships that feel surprisingly safe to whether healthy couples are “boring,” this episode is a grounded spiral about connection, boundaries, and giving yourself permission to believe you deserve the kind of love that feels steady. Further Reading: Love by Design: 6 ingredients to build a lifetime of love by Dr. Sara Further Viewing: The 6 Essential Ingredients of Loving Relationships  - 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. Shop plans at https://MINTMOBILE.com/magical For 15% off your first order. Go to https://ZENNI.com/PODCAST and use code PODCAST15 Learn more about your ad choices. Visit podcastchoices.com/adchoices

What if the antidote to insecurity isn’t looking inward, but reaching outward? This week, Amanda is joined by psychiatrist and attachment expert Dr. Amir Levine to overthink insecurity; where it comes from, why it can feel so consuming, and how it shapes the way we love. Together, they explore how healing happens in connection and how leaning on your support system and surrounding yourself with secure people can help reshape those patterns over time. From overanalyzing texts to fearing abandonment or pulling away entirely, this episode is a thoughtful spiral about connection, self-trust, and learning how to feel safe in community. - 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. Come see Sounds Like A Cult LIVE at The Bell House in New York on April 21st! Tickets at amandamontell.com/events Shop plans at https://MINTMOBILE.com/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices

“Do your own research.” It sounds empowering… so why does it so often lead us straight into confusion, conspiracy, or complete information overload? This week, Amanda is joined by pharmacist and science communicator Dr. Harini Bhat (@tilscience) to overthink what it really means to “do your own research” in the age of the internet. They unpack how a phrase rooted in curiosity became a cultural catchphrase for skepticism, distrust, and DIY fact finding. Why do we feel so confident after reading a few threads or watching a couple of videos? How do algorithms, bias, and the illusion of understanding shape what we think we “know”? And where’s the line between healthy questioning and going down the rabbit hole? A brain bending spiral about knowledge, misinformation, and why thinking critically might be harder (and more necessary) than ever. Further Viewing: Today I Learned Science by Dr. Harini Bhat - 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 Come see Sounds Like A Cult LIVE at The Bell House in New York on April 21st! Tickets at amandamontell.com/events Learn more about your ad choices. Visit podcastchoices.com/adchoices

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