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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 NOTES Activation's Mimi's App: activations.com/katie - for 2 weeks free!Submit a question to our Mailbag episode here: https://www.speakpipe.com/letitoutttor if you rather write it: email: [email protected] Katie's Substack | IG: @letitouttt + @katiedalebout  | Zine shop is here! | Creative Clinic

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. Grace also makes the case for trusting your soft skills, research, and taste in a changing job market and explains why sometimes the biggest thing standing between you and your next chapter is trying too hard to fix yourself. SHOW NOTES and RESOURCES:  Grace Abbott |  Substack | IG @howtogofreelanceKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop | Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlist

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 of the other. LINKS AND SHOWNOTES Elizabeth Online: ELIZABETHKOTT.COM | Listen to: TOO NICHE?CLUB ARTIST’S WAY ☆ Fall sessions now open for enrollment! Katie Online: Katie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop | Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlist

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, growth, or guiltThe surprising way a “safe” relationship can fuel creativity, risk-taking, and reinventionHow voicing sexual fear, shame, and insecurity can become the beginning of real intimacyAmber also gets candid about control, body image, Adderall, eating disorders, and the shift from chasing outward approval to choosing what actually feels good. We unpack people pleasing, direct communication, friendship dynamics, and learning to tolerate the discomfort of disappointing others when you stop abandoning yourself. If you feel stuck between knowing and doing, keep outgrowing old patterns but hesitate to make the leap, or find yourself looking for help figuring out what you already know deep down, listen up. Amber left me with a simple but powerful challenge: face the hard truths you’ve been avoiding, and freedom is often on the other side. SHOW NOTES & RESOURCES:Follow Amber on Instagram @heyamberrae| Feelings Journal |  Amber's NewsletterKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistIf you liked this episode, try this one from the archive: Episode 477: Erin Claire Jones on Decision Making in Career & Relationships & How Human Design Can Help

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 the “Cosmic Zone.” We talk about her trademark dispute with Starbucks over a drink she created, the public backlash that followed, and how that experience ultimately became the catalyst for greater confidence, visibility, and a completely different life path. Plus, she breaks down Saturn cycles and transits, the importance of embodiment over endlessly consuming information, and trusting your own timing. SHOW NOTES & RESOURCES:Learn more about Madi Murphy here | on Substack | @iammadimurphy & @thecosmicrx | CosmicRx Radio with Madi MurphyKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistExplore my Creative ClinicIf you liked this episode, try this one from the archive: Episode 335: But You’re Still So Young, Redefining Our 30s with Kayleen Schaefer

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 never would have planned. This conversation is thoughtful, grounding, and one I'll be thinking about for a long time. Let us know if you listen.  Show Notes/Resources: Learn more about Greta Morgan here | IG @gretamorgan | Twitter @gretamorgan |  Greta Morgan's webstoreKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistIf you liked this episode, try this one from the archive: Episode 471 - Mixtape of the Last Few Years with James McCrae

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 advice, and shares the motto that's carried her through building her career more than once: The more you do, the more you can do. Show notes: Norma on the Web | InstagramKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistCheck out the Let It Out Kits | Write Kit | Talk Kit WaitlistLearn more about "Soft Stories"If you liked this episode you'd like  Kayleen Schaefer's episode

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, productivity as a form of avoidance, and how to navigate the uncomfortable in-between when you know something needs to change but aren't sure what's next. In the second act of this episode, Megan ends up coaching me through my own transition from Let It Out into COMEBACKS, and we talk about how to let go of a chapter that no longer fits so you can begin again. SHOW NOTES:  Megan Hellerer |  Directional Living: A Transformational Guide to Fulfillment in Work and Life Katie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistIf you liked this episode, try this one from the archive: Ambition Within Cynicism: Organizing Creative Chaos with Abbi Miller

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 avoidance can masquerade as productivity, AQ (adaptability quotient), timelines, and learning to trust that your life can expand in ways you never could have planned for. SHOW NOTES:  Liz on the Web | Instagram | Podcast Liz's latest book,  AQ: A New Kind of Intelligence for a World That's Always Changing  Liz's first book, The Karma of SuccessKatie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistIf you liked this episode, try this one from the archive: Karma Success with Liz Tran, Founder of Reset NYC

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 always comes back to when she’s stuck: What are you waiting for? Let us know if you listen. Key Insights:  Starting something new can be the fastest way to let go of something old.Reinvention isn’t always strategic—it’s often a gut feeling that it’s time to move on.Lingering (in careers, relationships, identities) is often about fear, not timing.Nostalgia can keep us stuck.Success isn’t recognition or fame—it’s often feeling financially and emotionally steady.Movement is one of the best ways to shift your mental state when stuck, even just a few minutes.Aging narratives are mostly cultural noise—you don’t have to opt in. And extremely boring.Show Notes / Resources / Mentions: Inside + Outside with Jessica Murnane Subscribe on Spotify, Apple Podcasts, or your favorite podcast player!Katie's Substack | IG: @letitouttt and @katiedalebout  | Zine shop Work with KD one-on-one | in a group  Listen to Episode 337 to hear about working one-on-one with KatieRead about one on one coaching here and book a free session with her here.Listen to Episode 403 to hear more about working with me (Katie) in a group :Read about group coaching (Creative Underdogs/In Process here) | sign up for the waitlistIf you liked this episode, try this one from the archive: The Art of Tending: Kerrilynn Pamer, Founder of CAP Beauty, Returns

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 creative, wise, and gentle people I know and our annual catch-ups end up being time capsules of what we’re leaning this year. Prior to her surprises, we cover focus while being people who do many things. And how much the little things—like simple routines, mean to me. I will be back on the other side of the interview next week but until then I hope this conversation offers you something, that you come away from it feeling the energy of it. Or that it keeps you company you during your day. Show notes: - Subscribe to our newsletter to get show notes + essays, etc. sent to your inbox - Follow @letitouttt on Instagram. I'm @katiedalebout - Follow Sacha on Instagram - Sacha's general website | ceremonies website - The Let It Out Kits are 32% off with the code 32 - My episode with Derick Melander - My 2020 episode with Anjie Cho - Learn more about my creative consulting & if you'd like to book a free session, book here! If you liked this episode, try out: Episode 358: Two Saviors, Writing, Touring & Surfing with Musician Buck Meek of Big Thief

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—it goes from music to the internet to creativity to philosophy (and even economics). Kyle is super interesting and fun to talk to, and I left this conversation with a lot to ponder. I hope you do too. Let us know if you listen.   Show Notes / Resources More of Kyle: Hey Smily Strange: A podcast about DIY scenes, independent music, and the best uncslop available. Smiling Strange Patreon: Internet Busking + Exclusive Content Follow Kyle Rosse on IG @smiling_strange Also check out @__pileup__ and @yellowrooooom Explore more from Katie Dalebout—host of the Let It Out Podcast—including her writing, creative resources, and journaling tools: Katie Dalebout Substack + Let It Out Lists Instagram: @letitouttt + @katiedalebout My Zine Shop and My Creative Clinic If you liked this episode, try this one from the archive: Molting and Slow Growth with Andrew Bird [REAIR]

This week I spoke with Emmalea Russo about her novel Vivienne, the strange experience of putting art into the world right now, and what it means to create something that doesn’t try to make everyone comfortable. We talk about cancel culture, ’90s nostalgia, the difference between information and truth, discomfort in art (and growth), and how dreams can act as an antidote to the algorithmic age. This one gets a little philosophical—we go from astrology to internet culture to the writing process to dreams—so buckle up. Let us know if you listen ⭐️   Show Notes / Resources / Mentions: Vivienne by Emmalea Russo Dream School Emmalea Russo's website The Moon Papers, A Novel by Emmalea Russo Find Katie: Katie's Substack | IG: @letitouttt + @katiedalebout | Zine shop is here! My Creative Clinic. If you liked this episode, try this one from the archive: Collapsing Timelines with Holisticism's Michelle & Wallis

This is part two of my conversation with herbalist and writer Rachelle Robinett, recorded live in LA in a very intimate room full of friends while talking about her book Naturally. In this part, we get into our favorite themes from her book: pleasure, pain,  transformation, grief, and the ways creative expression helps us process. We also talk about sleep hygiene, the connection between slowing down and self-awareness, why knowing the state you’re trying to shift matters before reaching for anything, and how herbalism can help when you know what you’re actually seeking. Toward the end, we open it up to questions about adaptogens, nervines, kava, tinctures, fresh versus dried herbs, and what daily life looks like now that Rachelle lives in Costa Rica, where she says she’s practicing herbalism less like a system and more like a way of living.   Show Notes / Resources / Mentions: Learn more about Rachelle Robinett on her website: https://www.rachellerobinett.com/ Follow Rachelle Robinett on IG @rachellerobinett Grab her book Naturally on Amazon: https://amzn.to/3MOTEVS Find Katie: Katie's Substack | IG: @letitouttt + @katiedalebout | Zine shop is here! My Creative Clinic. Book Let It Out: A Journey Through Journaling   If you liked this episode, try this one from the archive: Desire, Dopamine, and Anticipation: Rachelle Robinett on Herbalism, Evolution and Redefining Ambition

This week is a little different: usually I’m the one asking the questions, but this time I’m on the other side. My friend Sophie had me on as the first guest to her new podcast, Late to the Party, where she interviewed me. This conversation ended up feeling surprisingly cathartic and was the most honest I’ve ever been while being recorded. She gave me a container to share and her genuine interest, thoughtful questions, and care gave me the confidence to open up about things I haven't. This episode fills in a lot of the story of what’s been happening with not only me these last several years but also tells the full story of the podcast,  from beginning to the middle, I'm still in now. Sophie’s show, Late To the Party is a perfect companion to this show, it’s for anyone who feels a little behind in love, work, or life, or is growing into something new. It was an honor to be her first guest and listen to all the episodes she's aired since.   Show Notes / Resources / Mentions: Late to the Party Podcast Instagram @latetotheparty_pod Sophie Ragir @sophragir Find Katie: Katie's Substack | IG: @letitouttt + @katiedalebout | Zine shop is here! My Creative Clinic. Book Let It Out: A Journey Through Journaling   If you liked this episode, try this one from the archive: Sacha Jones returns to interview me for a special birthday episode