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by Ben Schuman-Stoler. Making big ideas personal. Get personal growth and business lessons from thought leaders and entrepreneurs.
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- Yesterday51 min
Deb Caulet: Essential Leadership Skills for the Age of AI
What happens in the gap between updating your LinkedIn title and actually knowing how to do the job? Caitlin sits down with Deborah Caulet—leadership coach, former VP of People at Blinkist, and someone who's spent 15 years helping leaders figure out what they're doing (and why they feel like they aren't doing it right!). Deb works with first-time managers and founders at growing startups, coaching them through the messy, humbling transition from high-performing individual contributor to someone whose job is to make other people shine. It's an identity shift, she says—and your sense of self has to catch up. They get into the classic traps: the leader who becomes their own bottleneck because delegating feels slower than just doing it, the difficult conversation that gets avoided for weeks because the anticipation is worse than the thing itself, and the imposter syndrome that 85% of professionals have felt at some point. Deb shares her CLEAR framework for navigating hard feedback conversations, and there's a thread about what it actually means to be kind versus nice at work — and why the difference matters more than you'd think. There's also a moment about AI's role in leadership that takes a surprising turn. The conversation lands on a deceptively simple piece of advice for anyone staring down a new role and feeling the weight of everything they don't yet know. It's the kind of thing you'll want to remember on a Monday morning. Resources Deb's Rec: Work Rules! by Laszlo Bock Ben's Rec: Radical Candor by Kim Scott Caitlin's Rec: A.Q.: A New Kind of Intelligence for a World That's Always Changing by Liz Tran Deborah Caulet's 7-Day Difficult Conversation Challenge (free) Deborah Caulet's 12-Week Leadership Bootcamp. Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter on beehiiv here. Also, you can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media
- 2 weeks ago46 min
Dr. Arielle Schwartz: Your Body Knows Before Your Brain Does
What if the part of you that knows what's actually wrong isn't your brain? This week on Simplify, Caitlin sits down with Dr. Arielle Schwartz—clinical psychologist, somatic therapy expert, and author of more books than seems reasonable for one person—to talk about what your body has been trying to tell you for years. Arielle has been working in somatics for thirty years, long before TikTok turned it into a buzzword, and her gift is making something that can feel slippery and slightly woo-woo feel concrete and useful. And, delightfully, she'll get us there via rivers, vagus nerves, and the wisdom of your gut. The conversation moves through somatic therapy itself, what an actual session looks like, and why the chairs aren't bolted to the floor, polyvagal theory broken down for a five-year-old, and why some of the most stubborn anxiety patterns aren't really about what's happening out there, exactly—they're about what's happening inside your. body. There's also a thread that quietly runs through the whole episode about how our earliest experiences—earlier than we usually consider—shape how safe the world feels in our bodies for the rest of our lives. Her parting demystification of the field is one for anyone who's tried to fix themselves quickly and wondered why it didn't stick. Resources: Arielle's Recs: The Post-Traumatic Growth Guidebook, the work of Janina Fisher Ben's Rec: Braiding Sweet Grass by Robin Wall Kimmerer Caitlin's Rec: Tell Me Where it Hurts by Dr. Rachel Zoffness Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter on beehiiv here. Also, you can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media.
- 4 weeks ago53 min
Angela Natividad: Meet The God Inside Capitalism
Episode Notes What if the stories running your life aren't really yours? This week on Simplify, Caitlin talks with Angela Natividad: a mythologist, writer, and advertising veteran—a trifecta that turns out to be the perfect preparation for the argument she makes in her book Remember His Name: Unmasking the Faceless God of the West. That argument, put simply: capitalism isn't an economic system. It's a religious one. We get into what that actually means—the hidden god at the center of it all, the ancient mythologies that laid the groundwork, and a concept called the egregore that might be as unsettling as it is useful. Angela also makes a case for why the stories we tell ourselves about productivity, laziness, and whether we're doing enough aren't pointing to personal failings. They're architecture that someone built, and understanding that is the first step to not being entirely at their mercy. Resources Remember His Name: Unmasking the Faceless God of the West by Angela Natividad Midwifing The Mother, Angela's Substack The Dawn of Everything by Davids Graeber and Wengrow How to Re-Enchant the World by Serge Latouche Caitlin's rec: The Science of Storytelling by Will Storr Ben's recs: The Kingdom by Emmanuel Carrère / The primary texts (the Bible, the Quran, the Avesta — just dip in!) / Bad Cousins podcast Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter here. You can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media.
- Apr 13, 202641 min
Nani Jansen Reventlow: How To Actually Change The World
A loss isn't always a loss—sometimes, it's one of many stepping stones towards winning big. When you change how you think about what succeeding looks like, the long game of changing the systems we live in seems infinitely more doable. This week on Simplify, Caitlin speaks with international human rights lawyer and author Nani Jansen Reventlow about her book Radical Justice—and about what real, systemic change actually looks like from the inside. Nani founded two nonprofits, the Digital Freedom Fund and Systemic Justice, and has spent her career building a model of legal action in which communities most affected by injustice stay in the driver's seat. The implications of that, for how we think about winning, losing, and the long arc of change, are quietly radical. They also get into the surprising connections between different kinds of justice, who gets left out of the climate conversation and why, and what it takes to imagine a world that isn't just a patched-up version of this one. Nani is one of those rare people who can hold a wide-angle view of broken systems and still tell you exactly what to do on a Tuesday. Her parting thought is one of those things that sounds simple until you actually try it: start today—you've already got the tools for revolution. Nani is doing a live event here in Berlin, Germany at Chapters Bookshop at the end of April—come say hi! Resources Radical Justice by Nani Jansen Reventlow (use JUSTICE15 for 15% off at https://www.plutobooks.com/. ) Win a free copy: email info@kollomedia.com — first come, first served. Caitlin's rec: Farewell to Growth by Serge Latouche Ben's rec: How to Blow Up a Pipeline by Andreas Malm Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter here. You can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media. Resources Radical Justice by Nani Jansen Reventlow. YOU can win a free copy generously donated by Nani and her publisher, Pluto. Just email info@kollomedia.com and ask for it—first come, first served. And if you don't win, you can use the 15% off code JUSTICE15 to buy your copy at https://www.plutobooks.com/. Nani's nonprofits: Systemic Justice / Digital Freedom Fund Nani is doing a live event in Berlin at Chapters Bookshop at the end of April — come say hi! Ben's rec: How to Blow Up a Pipeline by Andreas Malm Caitlin's rec: Farewell to Growth by Serge Latouche Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter here. You can email us (send a voice note!) at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas, in Berlin, Germany, for Kollo Media.
- Mar 26, 202655 min
Guy Winch: First Aid for Your Work Life
Most of us have gotten up on a Monday morning and thought: I simply cannot do this today. Our job is grinding us down in that slow, invisible way that work does when we're not managing it well. Psychotherapist, author, and podcast host Guy Winch has spent his career sitting with people who have experienced this for a passel of reasons from sabotaging coworkers to unrealistic goals. His new book Mind Over Grind is a practical, science-backed guide to surviving your job—even when it really, truly sucks. In this episode, Caitlin and Guy dig into why so many of us experience our jobs as far more stressful than they objectively need to be, what the Goldilocks zone of stress actually looks like, and how to catch yourself before you blow past it. Guy also speaks candidly about his own early burnout and the slow, identity-shifting work it took to come back from it—including why your Netflix queue might not be doing what you think it's doing when it comes to real recovery. Resources Mind Over Grind by Guy Winch Guy's podcast: Dear Therapists (with Lori Gottlieb) Caitlin's rec: How to Enjoy Your Life and Your Job by Dale Carnegie Ben's rec: Burnout: The Secret to Unlocking the Stress Cycle by Amelia Nagoski Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter here. You can email us (or send us a voice note!) at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and Joao Lucas in Berlin, Germany, for Kollo Media.
- Mar 9, 202639 min
David Richo: Better Than Revenge
What if getting back at someone isn't as satisfying as we think—and what we're really trying to avoid is grief? This week on Simplify, Caitlin speaks with psychotherapist, teacher, and author David Richo about his book Sweeter Than Revenge, which makes the case that there's a better way to respond when people hurt us than the one our brains (and basically every movie ever made) are wired for. Dave has spent decades sitting with people in their messiest, most wounded moments. What he's found is that retaliation isn't really about power or justice. It's about running from grief! We retaliate so we don't have to feel bad. Which, when you think about it, is kind of a bummer. The conversation gets into the neuroscience of revenge (yes, it lights up reward circuits—but only briefly), why our most beloved stories and films keep selling us the same retaliatory fantasy, and what it actually looks like to choose differently. He and Caitlin also dig into why we hurt the people we love in the first place, and Dave offers four concrete steps for the next time the urge to retaliate arises. Resources Sweeter Than Revenge by David Richo Caitlin's Rec: With The End in Mind by Kathryn Mannix Ben's Rec: How to Be And Adult in Relationships by David Richo Let us know what you thought of this episode! Find us on Instagram at @simplifypod. Subscribe to our newsletter here. You can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and Joao Lucas in Berlin, Germany, for Kollo Media.
- Feb 24, 202648 min
Christabel Mintah-Galloway: The Relational Skill Nobody Taught You
Most of us have no idea what it means to repair harm, not just apologize for it. We also regard rage as frightening and out of place in loving, connected relationships. It takes a special person to demystify these staticky aspects of human relating—and we found her. This week on Simplify, Caitlin speaks with relational skills teacher Christabel Mintah-Galloway about repair: why it’s so difficult, why most of us avoid it, and why real accountability requires more than just good intentions. In a culture that prizes speed, certainty, and individualism, repair demands slowness, humility, and interdependence, so we're never taught how to practice this essential skill. Christabel offers tools that help us knit back together after a rupture (if we want to!), become true mirrors for one another, and learn to be in community—even when it's hard. The conversation also explores how rage can actually clarify values and point to injustice, strengthening our strongest relationships and freeing us from the ones that no longer work. Want to spend more time with Christabel? You can! Attend one of her Relational Skills for Liberation workshops, find her on Instagram, or get her Relational Skills Toolkit. Resources Christabel's website: https://www.christabelmintahgalloway.com/ Caitlin's rec: The WEIRDest People in The World by Joseph Heinrich Ben's rec: Nonviolent Communication by Marshall B. Rosenberg, Arun Gandhi Let us know what you thought of this episode! Find us on instagram at @simplifypod. Subscribe to our newsletter here. You can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and Ody Constantinou in Berlin, Germany, for Kollo Media.
- Feb 9, 202652 min
Jane Borden: Cults and The American Monomyth
What if the United States wasn’t just influenced by cult-like thinking, but shaped by it from the very beginning? This week on Simplify, Caitlin Schiller speaks with journalist and author Jane Borden, whose book Cults Like Us: Why Doomsday Thinking Drives America explores how cult dynamics show up across U.S. history, politics, consumer culture, and self-help. From Puritan theology to superhero movies, Borden argues that cults aren’t fringe phenomena—they’re extreme versions of patterns baked so deep into American culture that they came over in the metaphorical sourdough starter brought over on the Mayflower. Together, Caitlin and Jane unpack why Americans are so drawn to comfort, certainty, and strongmen—and what it costs us when we give up agency in exchange for reassurance. You'll also hear about Caitlin's new least favorite figure in history (spoilers: it's the compunctionless Edward Bernays), dismantle the stories about power we're told, learn how the desire for comfort slowly erodes democracy, and where we should turn—if not to a singular outside "hero"—to save the day. Resources Cults Like Us by Jane Borden The American Monomyth by Robert Jewett & John Shelton Lawrence Caitlin's rec: The Hardest Job in the World by John Dickerson Ben's rec: Bowling Alone by Robert D. Putnam Let us know what you thought of this episode! Find us on instagram at @simplifypod. Subscribe to our newsletter here—this week, a take on hero worship & Bad Bunny. You can email us at info@kollomedia.com This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and Ody Constantinou in Berlin, Germany, for Kollo Media.
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