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LET IT OUT

LET IT OUT

Katie Dalebout 502 Episodes Oct 14, 2026

Long-form conversations with a variety of friends and strangers, including musicians, writers, chefs, parents, painters, designers, herbalists, therapists, comedians, and actors. They candidly discuss how they spend their days, covering connection, creativity, productivity, well-being, sex, love, body image, transitions, and more. Sometimes things get deep and philosophical, and sometimes they are funny and light because life is both.

Episodes

[COMEBACKS] Forget Perfection. Get Better at Bounce Back Rate with Mimi Bouchard
[COMEBACKS] Forget Perfection. Get Better at Bounce Back Rate with Mimi Bouchard Oct 14, 2026 01:16:35 This week I spoke with Mimi Bouchard, founder of Activations. We covered neuroplasticity, habit stacking, trusting your intuition, why authenticity fuels innovation, and how Mimi grew her business through word of mouth and focusing on 10x opportunities instead of 2x improvements.LINKS AND SHOW NOTESActivation's Mimi's App: activations.com/katie - for 2 weeks free!Submit a question to our Mailbag e
[COMEBACKS] Turn Your Existing Skills Into a New Career | Grace Abbott (How To Go Freelance)
[COMEBACKS] Turn Your Existing Skills Into a New Career | Grace Abbott (How To Go Freelance) Sep 21, 2026 01:27:21 This week, I spoke with Grace Abbott, founder of How To Go Freelance, about turning the skills you already have into a career, and how to modernize an existing business or brand without blowing it all up.We covered procrastination, niching down without shrinking yourself, making your work more visible, and knowing when to let go of clients, projects, and identities that have become too small. Grac
[COMEBACKS] Starting Over Without Starting From Scratch | Elizabeth Schild Kott
[COMEBACKS] Starting Over Without Starting From Scratch | Elizabeth Schild Kott Aug 24, 2026 01:32:01 This week on COMEBACKS, I spoke with Elizabeth Schild Kott, host of Too Niche and founder of Club Artist Way, about starting over and how stopping is the most important part of figuring out what's next. We talked about the changing internet, creativity, jealousy, unfinished ideas, getting quiet enough to hear your intuition, and why sometimes the best comeback is simply putting one foot in front o
[COMEBACKS] Are You Staying Because You’re Afraid to Leave? | Amber Rae
[COMEBACKS] Are You Staying Because You’re Afraid to Leave? | Amber Rae Aug 12, 2026 00:55:25 From a marriage she knew was ending long before she admitted it to a 48-hour move from Silicon Valley to New York, Amber Rae and I talk about why some of us stay too long while others leap too fast. If you’ve ever wondered whether you’re honoring your instincts or just avoiding discomfort, this conversation is for you.You’ll discover:The question that reveals whether you’re staying from love, fear
[COMEBACKS] Your Comfort Zone Is Lying to You | Madi Murphy on Timing, Reinvention, & Astrology
[COMEBACKS] Your Comfort Zone Is Lying to You | Madi Murphy on Timing, Reinvention, & Astrology Jul 28, 2026 01:10:10 This week, I sat down with Cosmic RX founder Madi Murphy. I met her when I wandered into the coffee shop she owned in Brooklyn nearly a decade ago, and since then, she’s launched her own show, The Cosmic RX, published her first book, and started a family.Madi’s comeback began when she decided to leave behind her brick-and-mortar businesses, stepping out of her comfort zone and into what she calls
[COMEBACKS] When Your Dream Ends... and Something Better Starts | Greta Morgan
[COMEBACKS] When Your Dream Ends... and Something Better Starts | Greta Morgan Jul 13, 2026 00:45:03 This week's conversation is with musician and writer Greta Morgan.Greta spent years touring professionally, including with Vampire Weekend, before losing her singing voice after developing a rare neurological voice disorder. We talk about grief, identity, creativity, silence, what healing actually means, and how sometimes the comeback isn't getting your old life back, it's building a new one you n
[COMEBACKS] Norma Kamali Lost the Business She Built. Then Built A Bigger One.
[COMEBACKS] Norma Kamali Lost the Business She Built. Then Built A Bigger One. Jul 6, 2026 01:27:16 This week, I'm re-airing a conversation from the archives with designer Norma Kamali, whose 50-year career is as rich as her designs are iconic — and who, fittingly for the COMEBACKS SERIES, lost her entire company and built it all back. We get into her thoughts on her evolving industry, upcoming generations, falling in love at 65, and why experience is your greatest asset. She gently gives me adv
[COMEBACKS] How to End Well So You Can Begin Again: Megan Hellerer on Grief, Self-Honesty & Directional Living
[COMEBACKS] How to End Well So You Can Begin Again: Megan Hellerer on Grief, Self-Honesty & Directional Living Jun 22, 2026 01:11:20 This week I spoke with career coach, author of Directional Living, and my longtime friend Megan Hellerer. What started as a conversation about her book turned into a conversation about grief, endings, iteration, and what happens when you've outgrown a version of your life.We talk about directional living versus destination living, why clarity comes through action, the importance of self-honesty, p
[COMEBACKS] Your Breakdown Might Be the Best Part of the Story with Liz Tran
[COMEBACKS] Your Breakdown Might Be the Best Part of the Story with Liz Tran Jun 2, 2026 01:20:06 This is the second episode of the COMEBACKS series, featuring Liz Tran. I loved getting to talk with her again in this new format.In this episode, Liz shares her experience with divorce, reinvention, dating, and what it actually takes to rebuild your life when the version you planned for falls apart. We talk about how loneliness can transform you when you stop trying to outrun it, the ways avoidan
[COMEBACKS] What Are You Waiting For? Jessica Murnane on Reinvention, Nostalgia, Aging Narratives, and more!
[COMEBACKS] What Are You Waiting For? Jessica Murnane on Reinvention, Nostalgia, Aging Narratives, and more! May 20, 2026 01:06:46 In this first episode of the new COMEBACKS series, I spoke with my longtime friend Jessica Murnane about reinvention, knowing when to move on, and why I tend to linger in the past too long. We talk about creative pivots, grief around letting go, and starting again—without forcing it. Jess shares how she’s built multiple careers, moved cities, why she’s not nostalgic, and the simple question she al
It's the Little Things with Sacha Jones [RERUN]
It's the Little Things with Sacha Jones [RERUN] May 15, 2026 01:37:24 This week, a very important person in my life—Sacha Jones—hosts the podcast. Every year for nearly a decade Sacha has come back on to host the episode the last week of April (the week of my birthday). This year she really outdid herself: she shocks me with questions sourced from my friends and family and a special guest joins us to host a special rapid-fire round.  Sacha is one of the most creativ
Fear Calcifying, Not Aging ft. Smiling Strange
Fear Calcifying, Not Aging ft. Smiling Strange Apr 25, 2026 01:20:49 This week I spoke with Kyle (Smiling Strange) about generations, the internet then vs. now, how we discover music as we grow up, and what it takes to keep evolving instead of calcifying with age. We talk about his process of making videos while walking around his neighborhood, why authenticity cuts through the algorithm, and how culture is shifting faster than we can keep up. This one is eclectic—

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