Design a Life of Your Own Creation

Piloting Your Life started as a question: What if midlife women stopped performing perfection and started designing lives that were entirely their own?

That question became an award-winning book, immersive retreats, coaching work, and hundreds of conversations with women who are successful but lost, invisible but done being quiet.

This is your permission slip to show up messy, at your own pace, in your own time.

The Book

Piloting Your Life is the "what to expect when you turn 40" guide I wish someone had handed me. It's not about fixing yourself—it's about designing what comes next with intention and maybe a little irreverence.

Learn more about the book → Piloting Your Life (the book)

The Retreats

What happens when you take the concepts from the book and make them immersive? Piloting Your Life Retreats bring together small groups of midlife women for deep work, real connection, and the space to figure out what comes next—not what you're supposed to want, but what you actually want.

Inaugural Retreat: Nicaragua | March 8-15, 2026
Eight women. Luxury beachfront accommodations. One-on-one coaching, experiential workshops, ocean views, and adventures. All-inclusive for $4,000.

Explore the retreat → Piloting Your Life (the retreats)

Coaching

Sometimes you need more than a book or a group experience. One-on-one coaching offers personalized support as you navigate midlife transitions, career pivots, relationship shifts, or simply figuring out who you're becoming.

Work with me to design your flight plan—the roadmap for the second half of your life.

To schedule an initial call to discuss coaching → Contact Me!

The Podcast

Welcome to Piloting Your Life, a podcast I created with producer Jacqueline Steenhuis to explore everything midlife women need to navigate the second half of life—money, sex, relationships, health, happiness, power, and more.

In December 2019, I put the podcast on pause to focus on other ways of connecting: YouTube, my newsletter In-Flight Entertainment, and yes, even TikTok (still finding my voice there).

But the conversations still matter. Previous episodes remain available on iTunes, Stitcher, Google Play, Spotify, and wherever you get podcasts. Many of the interviews are as relevant today as they were then.

What We Covered:

Season 4 (Sept-Dec 2019): Deep dives into topics from my book—sex, money, Gen Z, claiming our power—plus conversations about divorce, end-of-life support, death doulas, and grief.

Season 3 (Jan-April 2019): Women's health across the spectrum—startups, investors, researchers, and healthcare providers committed to better health experiences for women.

Season 2 (Sept-Dec 2018): Women founders who'd raised Series A and beyond, women investors, and ecosystem builders.

Season 1 (Sept 2017-Aug 2018): Interviews with people taking the controls to pilot their own lives.

As a commercially rated helicopter pilot, I can tell you: it's always good to fly.

Want to stay connected? Sign up for my (mostly) weekly newsletter, PYL In-Flight Entertainment, where I share insights based on my lived experience as a midlife woman dismantling the patriarchy, tendril by tendril.

Sign up here → Piloting Your Life In-Flight Entertainment

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