January 8, 2026

A Roadmap to Simple Living: Permission to Let Go

Creating change in our lives comes after thoughtful reflection, and listening to those calls for living differently! Whether big scale changes or just trying to get more out of the life in front of us, asking the right questions is how we start. 

Notes

In this inspiring conversation, Kathy sits down with longtime friend and fellow Gen X minimalist, productivity coach, and full-time RVer, Aimee Olson, to explore what it really means to simplify your life, not as an aesthetic, but as a path to freedom. Aimee shares the unraveled middle-age moment that pushed her to reevaluate everything she was doing “because she had always done it,” leading her to leave behind a conventional life and embrace full-time RV living.

Aimee speaks candidly about the challenges that come with radical change, how travel shifts your perspective on time, and why Gen X women are uniquely positioned to redefine what midlife looks like. Together, Kathy and Aimee explore why permission-seeking keeps women stuck, how to experiment with small pilots (instead of permanent decisions), and why simplifying, internally and externally, is often the key to getting unstuck.

Throughout, Kathy and Aimee keep returning to a core theme: intentionality is the antidote to overwhelm. Whether at home, at work, or on the road, the work is recognizing what you truly value and then creating the space to live it.

Key Takeaways:

  • Reinvention doesn’t require a crisis, just awareness.
  • Simplifying is less about stuff and more about identity.
  • Permission is the invisible barrier keeping Gen X women stuck.
  • Small pilots are powerful tools for testing big dreams.
  • Productivity is about intention, not volume.
  • Reinvention requires asking better questions, starting with: “What if this were easier?”

Resources and Links

Aimee’s website for Life Done Simply and signing up for her “Mindful Minute”: https://www.lifedonesimply.com/about

About Aimee Olson:

Aimee Olson is a Productivity Coach, speaker, and founder of Life Done Simply, a coaching business focused on strategies that help her clients slow down, cut through the noise, and prioritize their time so they can live like no one else! Aimee is a leader in the National Association of Productivity & Organizing Professionals and currently serves on the Board of Directors and volunteers as a mentor to emerging productivity and organizing professionals. In 2018, Aimee ditched her “sticks-n-bricks” in Minnesota and set off to live on the road in an RV with her partner. Living and working on the road has enabled her to challenge the status quo and inspire others to dream big.

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