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Stop Waiting & Start Creating with Katie Sampayo
Episode 7030th December 2025 • She Wears the Pants • Ashley Deland
00:00:00 00:35:51

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What if success wasn’t about fitting into someone else’s box? What if it’s about building a life that’s entirely your own?

On this episode of She Wears the Pants, Ashley sits down with Katie Sampayo, a transformational coach, elite strategist, bestselling author, and retreat leader, who has been fully nomadic since 2018, running her business everywhere from the beaches of Costa Rica to the backcountry of Utah.

Katie helps entrepreneurs and high-achievers redesign their lives so they don’t just look good on paper, but actually feel aligned, fulfilling, and free. She’s living proof that freedom and success aren’t separate paths. They are one and the same.

In this powerful conversation, Ashley and Katie dive into:

  • Katie’s journey from corporate marketing to global entrepreneur and retreat leader
  • Why waiting for the “perfect moment” will keep you stuck, and how to build your own table instead
  • The importance of identity shifts when scaling a business and life you actually want
  • How limiting beliefs around love and money are deeply connected, and what to do about it
  • The surprising role that simplicity and boundaries play in sustaining success
  • Katie’s “flex week” practice that allows her to scale while staying grounded, creative, and energized

Katie’s story is a masterclass in courage, alignment, and intentional design. If you’ve ever felt like you were waiting for permission to start living the life you want, this episode is your reminder to stop waiting and start creating.

Learn more about our guest:

With over nine years of global experience and through dozens of retreats and coaching sessions, Katie Sampayo has empowered hundreds of high-achieving women to achieve deep fulfillment and lasting success.

Website: https://katiesampayo.com/

Instagram: https://www.instagram.com/katiesampayo/


Remember, stay confident, stay focused, and keep wearing those pants with pride.

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Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 




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