The WHY Matters
The WHY Matters
WorldTowning
#40 - Living Our Retirement Dreams in Our 40s - The WHY Matters Podcast
45 minutes Posted Sep 10, 2025 at 1:00 pm.
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Send us a text In this episode of The WHY Matters Podcast, Will and I get real about what it means to live like “working retirees” in our 40s and 50s while raising kids and traveling full time. Most people wait until their 60s to start chasing bucket-list adventures, but we’ve chosen to do it now — blending work, parenting, and travel into one messy, magical, and challenging lifestyle. From crossing oceans on a sailboat to hiking the Andes and even through-hiking the Appalachian Trail, we’ve ...