The WHY Matters
WorldTowning
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About This Podcast
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.
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Recent Episodes
#55 - Women’s Month: Travel, Courage & Alignment - The WHY Matters Podcast
Send us Fan MailIn this episode of Why Matters Podcast, we sit down with Karen for a powerful and deeply human conversation about reinvention, courage, and what it really means to choose a life that…
#54 - Women’s Month: Corporate Life to Full-Time Travel: Alignment Over Comfort - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Jessica and Will kick off International Women’s Month with a powerful conversation about reinvention, courage, and choosing a life that feels…
#53 - Saying BYE to Trumper Friends | Who Gets a Seat at Your Table?
Send a textIn this episode of Why Matters Podcast, we dig into a heavy but necessary conversation about friendship, morality, and what it really means to choose values over comfort. Sparked by a…
#52 - What Trumpers Need - The WHY Matters Podcast
Send a textIn this episode of Why Matters Podcast, we dig into a heavy but necessary conversation about therapy, trauma, and what it really means to live an authentic life. Sparked by the idea that…
#51 - Why Learning a New Language Matters - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we sit down in Paris with our longtime French teacher, Camille of Artful French, to talk about what it really takes to learn a language as an…
#50 - Our 2026 Goals - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Jessica and Will officially welcome themselves into 2026, even if it’s mid-January and last year felt like it had 13 months. After a heavy…
#49 - When Grief Takes Over - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Jessica and Will share an honest, unfiltered conversation about grief in real time. After the loss of Jessica’s closest friend of 31 years,…
#48 - 2025 Recap! - The WHY Matters Podcast
Send a textPATREONhttps://www.patreon.com/worldtowningIf you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge…
#47 - A Mother–Daughter Journey on the Appalachian Trail - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we sit down with Jamless and Green Bean, a daughter–mother duo who took resilience to the extreme by attempting a thru-hike of the Appalachian…
#46 – The Power of Meditation with Our Dear Friend Doug - A Tribute
Send a textBefore we begin, we want to share something important.This episode originally aired when our close friend Doug was very much alive, sharing his perspective with the warmth and curiosity…
#45 - Taking a Rest - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we unpack a lesson they learned the hard way - that sometimes, resilience isn’t about pushing harder, it’s about stopping.From hemorrhoid…
#44 - Raising Trilingual Kids: The Real Cost, Chaos, and Magic of Multilingual Living
Send a textIn this episode of The WHY Matters Podcast, Will and I unpack one of the most asked questions we get as full-time traveling parents — how on earth did our kids become trilingual?What…
#43 - Celebrating Homeschooling Milestones - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Will and I dive into a topic close to our hearts - celebrating homeschooling milestones.It all started with a post from a mom whose son’s…
#42 - The Wake-Up Call - Aging, Adventure, and Why We Can’t Wait - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Will and I open up about what aging has been teaching us - and why waiting for “someday” to chase big adventures is a mistake. A tough volcano…
#41 - Living in a Hotel - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Will and I share what it was really like to spend five months living in one Holiday Inn room - not on vacation, but as a family navigating work,…
#40 - Living Our Retirement Dreams in Our 40s - The WHY Matters Podcast
Send a textIn 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…
#39 - Why All The Tattoos - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, Will and I open up about the stories behind our tattoos and the meaning they hold for us. What might look like simple body art is actually a…
#38 - The Pilot Who Pivoted - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we dive into Largo’s journey of questioning a childhood dream and discovering a new path forward. From his earliest memories, he wanted to be a…
#37 - Building a Library in Cambodia with Largo Sueiro - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we share the story of how a dusty, empty building in rural Cambodia became a bright and welcoming library. Jessica, Largo and Will, talk about…
#36 - Hiking the Appalachian Trail with Jessica & Largo - The WHY Matters Podcast
Send a textIn this episode of The WHY Matters Podcast, we lace up our boots for a deeply human look into long-distance hiking, family bonds, and personal transformation. Jessica and her son Largo,…
Frequently Asked Questions
The WHY Matters has published 59 episodes since December 2023, covering topics in Education, Personal Journals.
The WHY Matters is currently active with new episodes weekly. Average episode length is 45m.
Sign up on Grep.FM to access contact details for The WHY Matters, including email and social media links.
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