Episode 070: Showing Up When You Don’t Have It all Figured Out
 

Let’s redefine leadership as something that makes space for your full humanity, even when you’re in the middle of something hard or tender or uncertain. We’ll talk about the performance-based leadership model we’re unlearning, how to lead without waiting to feel “ready,” and why you’re not disqualified for being a human in (perpetual) process.

Episode 070: Showing Up When You Don’t Have It all Figured Out
Kaitlyn Kessler

discussed in this episode:

  • Why the old paradigm of leadership is crumbling

  • Sharing from the wound vs. sharing from the middle

  • How being in process can deepen your leadership

  • How to share vulnerably and still be a leader

  • Why support is a strength (not a disqualifier)

Resources + links mentioned:

to support the show:

✧ Ratea and leave a review on Apple Podcasts!
✧ Share on Instagram! Tag me! @kaitlynskessler
✧ Subscribe via Apple Podcasts or Spotify

What's Next?

Thank you for listening! Come share your thoughts with me on Instagram (I’m @kaitlynskessler!) I'd love to hear your takeaways and how you're integrating the work!

 
 
 

 
 
Episode 069: 8 Beliefs That Helped Me Make More Money With Less Stress
 

We tend to over-focus on strategy when it comes to money—but so much of what shifts your income starts with what you believe. In this episode, I’m sharing the 8 beliefs that helped me make more money without adding more pressure, proving, or perfectionism. If you’re ready for income that actually feels good, this one’s for you.

Episode 069: 8 Beliefs That Helped Me Make More Money With Less Stress
Kaitlyn Kessler

discussed in this episode:

  • The belief that helped me to start receiving

  • Why my biggest months weren’t my busiest work months

  • How we associate more money with more pressure

  • What’s really underneath our obsession with complexity

  • The beliefs that helped me actually make more

Resources + links mentioned:

to support the show:

✧ Ratea and leave a review on Apple Podcasts!
✧ Share on Instagram! Tag me! @kaitlynskessler
✧ Subscribe via Apple Podcasts or Spotify

What's Next?

Thank you for listening! Come share your thoughts with me on Instagram (I’m @kaitlynskessler!) I'd love to hear your takeaways and how you're integrating the work!

 
 
 

 
 
Episode 068: What Do You Really Want More Space For?
 

We think we need more space, more breathing room, more ease. But when we get it, we’re still unsatisfied. In this episode, I’m exploring why the answer isn’t always spaciousness, but what we do with that space—and how craving creativity, aliveness, and meaning is the real pull beneath the surface. This is for anyone who’s feeling bored, under-stimulated, or quietly questioning what’s next.

Episode 068: What Do You Really Want More Space For?
Kaitlyn Kessler

discussed in this episode:

  • Why “more space” isn’t always the answer

  • What boredom really means for high-level entrepreneurs

  • The identity shift that often hides behind burnout recovery

  • How to reclaim creativity and aliveness

  • The quiet craving that’s asking you to evolve

Resources + links mentioned:

to support the show:

✧ Ratea and leave a review on Apple Podcasts!
✧ Share on Instagram! Tag me! @kaitlynskessler
✧ Subscribe via Apple Podcasts or Spotify

What's Next?

Thank you for listening! Come share your thoughts with me on Instagram (I’m @kaitlynskessler!) I'd love to hear your takeaways and how you're integrating the work!

 
 
 

 
 
Episode 067: Focusing on This is The Better Use of Your Time
 

I haven’t read a self-help book in years—but there was a time when I binged them like oxygen, always looking for the next tool, mindset shift, or fix. In this episode, I’m breaking down the moment I left the self-help spiral and stepped into deep self-study. We’ll talk about how understanding my Human Design, astrology, and natural rhythms shifted everything—and why the answers were never outside me in the first place.

Episode 067: Focusing on This is The Better Use of Your Time
Kaitlyn Kessler

discussed in this episode:

  • The difference between self-help and self-study

  • How I learned to reframe my “flaws” as strengths

  • Why I advocate for self-study over self-help, now

  • Shifting out of ‘fixing’ and into ‘understanding’

Resources + links mentioned:

to support the show:

✧ Ratea and leave a review on Apple Podcasts!
✧ Share on Instagram! Tag me! @kaitlynskessler
✧ Subscribe via Apple Podcasts or Spotify

What's Next?

Thank you for listening! Come share your thoughts with me on Instagram (I’m @kaitlynskessler!) I'd love to hear your takeaways and how you're integrating the work!