LET IT OUT

Katie Dalebout
  • 4.8 (791)
  • Society & Culture
  • Updated Weekly

Long-form conversations with a variety friends and strangers. Guests include musicians, writers, chefs, parents, painters, designers, herbalists, therapists, comedians, and actors. Here they candidly discuss how they spend their days. We cover 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.

  1. Sep 21

    [COMEBACKS] Turn Your Existing Skills Into a New Career | Grace Abbott (How To Go Freelance)

    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

    [COMEBACKS] Turn Your Existing Skills Into a New Career | Grace Abbott (How To Go Freelance)

  2. Aug 24

    [COMEBACKS] Starting Over Without Starting From Scratch | Elizabeth Schild Kott

    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

    [COMEBACKS] Starting Over Without Starting From Scratch | Elizabeth Schild Kott

  3. Aug 12

    [COMEBACKS] Are You Staying Because You’re Afraid to Leave? | Amber Rae

    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

    [COMEBACKS] Are You Staying Because You’re Afraid to Leave? | Amber Rae

  4. Jul 28

    [COMEBACKS] Your Comfort Zone Is Lying to You | Madi Murphy on Timing, Reinvention, & Astrology

    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

    [COMEBACKS] Your Comfort Zone Is Lying to You | Madi Murphy on Timing, Reinvention, & Astrology

  5. Jul 13

    [COMEBACKS] When Your Dream Ends... and Something Better Starts | Greta Morgan

    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

    [COMEBACKS] When Your Dream Ends... and Something Better Starts | Greta Morgan

  6. Jul 6

    [COMEBACKS] Norma Kamali Lost the Business She Built. Then Built A Bigger One.

    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

    [COMEBACKS] Norma Kamali Lost the Business She Built. Then Built A Bigger One.

  7. Jun 22

    [COMEBACKS] How to End Well So You Can Begin Again: Megan Hellerer on Grief, Self-Honesty & Directional Living

    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

    [COMEBACKS] How to End Well So You Can Begin Again: Megan Hellerer on Grief, Self-Honesty & Directional Living

  8. Jun 2

    [COMEBACKS] Your Breakdown Might Be the Best Part of the Story with Liz Tran

    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

    [COMEBACKS] Your Breakdown Might Be the Best Part of the Story with Liz Tran
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4.8
out of 5
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About

Long-form conversations with a variety friends and strangers. Guests include musicians, writers, chefs, parents, painters, designers, herbalists, therapists, comedians, and actors. Here they candidly discuss how they spend their days. We cover 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.

Information

  • Creator
    Katie Dalebout
  • Years Active
    2013 - 2026
  • Episodes
    509
  • Rating
    Explicit
  • Copyright
    © 2013 Let It Out with Katie Dalebout 025875
  • Show Website
    LET IT OUT

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