The WHY Matters
Hey friends, this is Jessica and Will from WorldTowning. You’re listening to the podcast that shares the highs, the lows, and the “what the heck just happened” of our decade-long full-time travel lifestyle and how it has changed us. On The WHY Matters, we dig deep into the WHY behind our choices and the positive results they leave. If you are ready to spread your wings, have a laugh, and take the insights of full-time travelers into your everyday life, then this podcast is for you.
The WHY Matters
#35 - 10 Years of Full-Time Travel with WorldTowning – The WHY Matters Podcast
In this episode of The WHY Matters Podcast, Jessica and Will Serro open up about the untold realities of 10 years of full-time travel as a family, and what happens when the road doesn’t magically fix what’s going on inside. In a raw and insightful conversation originally aired on the Zero to Travel podcast with host Jason Moore, they explore how travel can both unravel and rebuild you.
From mental health breakdowns to parenting teens across continents, from redefining “home” to finding healing through radical self-care, this episode dives into the deeper truths of long-term travel that Instagram won’t show you. If you’ve ever dreamed of a nomadic lifestyle or felt like your problems might disappear if you just hit the road, this episode is your invitation to think deeper, go slower, and heal smarter.
@00:58 A Decade on the Road – Why they’re still traveling after 10 years
@02:00 Romanticizing Travel – How it exposes (not fixes) what’s really going on
@06:17 Kids, College & Change – What it’s like launching a child while living nomadically
@10:16 Mental Health on the Move – Therapy, trauma, and what nearly broke them
@17:04 The Hoffman Process – How a weeklong intensive changed their life
@25:27 Working While Wandering – The challenges of building a business on the road
@33:39 Together 24/7 – What they’ve learned from parenting, partnering, and producing as a team
@40:48 Advice for Long-Term Travelers – What they wish they’d done sooner
This episode is a love letter to doing the work, both inner and outer, and choosing a life that aligns, even when it’s messy. Whether you're a seasoned traveler or just curious what’s beyond the highlight reel, hit play. There’s wisdom here worth carrying.
Want more stories like this? Check out Zero to Travel for deep dives into nomadic living and purposeful exploration.
Leave us a voice message! Share your thoughts or questions at info@thewhymatterspodcast.com or call 424-442-9295.
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Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.
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10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.
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