This week, I talked with my friend Christy Harrison, host of Food Psych and Rethinking Wellness, about becoming a mom for the second time. When I'm in the midst of a big change, I often go to her for advice. I've had the privilege of watching her evolve in her career and life with a level of poise I endlessly admire.

We talked about how both experiences of motherhood changed her relationship with ambition, why there's no one-size-fits-all formula when it comes to timelines and fertility, or how to return to work after a major life change. We also covered leaving social media, living with more nuance, and another kind of comeback—an ongoing one in my own life: eating disorder recovery.

As a registered dietitian and the author of Anti-Diet and The Wellness Trap, Christy is especially knowledgeable about this topic, so I loved getting to hear her take on recovery as a comeback to ourselves.

Let us know if you listen!

LINKS AND SHOW NOTES

• Christy’s Substack, Christy’s books: Anti-Diet and The Wellness Trap
• Submit a question to our Mailbag episode here: https://www.speakpipe.com/letitouttt
• or if you rather write it: DM @letitouttt
• Katie's Substack | IG: @letitouttt + @katiedalebout | Zine shop is here! | Creative Clinic

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/letitouttt
  • or if you rather write it: email: katie@letitouttt.com
• 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 @howtogofreelance
• 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 Katie
  • Read 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! Register Here!!
• Katie Online: Substack | IG: @letitouttt + @katiedalebout | Zine shop is here!
  • Explore my Creative Clinic

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 guilt
• The surprising way a “safe” relationship can fuel creativity, risk-taking, and reinvention
• How voicing sexual fear, shame, and insecurity can become the beginning of real intimacy

Amber 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.

• Follow Amber on Instagram @heyamberrae
• Learn more about Amber Rae here | Feelings Journal
• Sign up for Amber's Newsletter
• Katie’s Substack | Instagram: @letitouttt + @katiedalebout | Zine shop
• Katie's Creative Clinic

If 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.

• Learn more about Madi Murphy here
• Explore the Cosmic Revolution on Substack
• Follow Madi on Instagram: @iammadimurphy & @thecosmicrx
• Sign up for Madi Murphy’s newsletter
• Listen to CosmicRx Radio with Madi Murphy
• Katie’s Substack | Instagram: @letitouttt + @katiedalebout | Zine shop
• Explore my Creative Clinic

If 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
• Follow Greta on IG @gretamorgan & Twitter @gretamorgan
• Check out Greta Morgan's webstore
• Sign up for Greta Morgan's free newsletter and explore her other work HERE

If 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:

- Find me on IG: @letitouttt + @katiedalebout | Substack Norma on the Web | Instagram

-book a call with me here

- Check out the Let It Out Kits | Write Kit | Talk Kit Waitlist

- Learn more about my creative consulting & if you'd like to book a free session, book here!

- Learn more about "Soft Stories"

If you liked this episode you'd like Kayleen Schaefer's episode