Simplify

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 [email protected] This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 [email protected] This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 [email protected] This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas in Berlin, Germany, for Kollo Media. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 [email protected] — 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 [email protected] 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 [email protected] 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 [email protected] This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and engineered by João Lucas, in Berlin, Germany, for Kollo Media. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 [email protected] This episode of Simplify was produced by Caitlin Schiller, Ben Schuman-Stoler, and Joao Lucas in Berlin, Germany, for Kollo Media. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.