The WHY Matters

Author: WorldTowning

Hey friends, this is Jessica and Will from WorldTowning. Youre 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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Language: en-us

Genres: Education, Places & Travel, Self-Improvement, Society & Culture

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#48 - When Grief Takes Over - The WHY Matters Podcast
Episode 48
Wednesday, 4 February, 2026

Send us 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, Doug, they explore what grief truly looks like — messy, isolating, and unpredictable. Jessica opens up about the anger, guilt, numbness, and exhaustion that come with loss, the pressure to keep showing up, and why sharing grief while you’re in it matters. This episode isn’t about fixing grief, but about honoring it and learning how to live alongside it, one day at a time.@02:05 — Why We’re Talking About Grief@07:45 — Losing a Best Friend@12:40 — When Grief Takes Over@19:30 — The Messy Parts of Grief@31:55 — Hiding Pain From the World@42:35 — Carrying Them With You@1:06:56 — Living With GriefLeave us a voice message! Share your thoughts or questions at info@thewhymatterspodcast.com or call 424-442-9295.PATREONhttps://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 discounts on future group trips. Thank you!GROUP TRIPShttps://worldtowningvoyages.com/Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.COACHINGhttps://worldtowning.com/learn-2/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.NEWSLETTERhttps://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa10 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.MERCHANDISEYes - We have Merch! - https://worldtowningvoyages.com/elements/merch/OUR SOCIALSInstagram: https://www.instagram.com/worldtowning/YouTube: https://www.youtube.com/worldtowningFacebook: https://www.facebook.com/worldtowningTik-Tok: https://www.tiktok.com/@worldtowning@02:05 — Why We’re Talking About Grief@07:45 — Losing a Best Friend@12:40 — When Grief Takes Over@19:30 — The Messy Parts of Grief@31:55 — Hiding Pain From the World@42:35 — Carrying Them With You@1:06:56 — Living With GriefLeave us a voice message! Share your thoughts or questions at info@thewhymatterspodcast.com or call 424-442-9295.PATREONhttps://www.patreon.com/worldtowningIf you would like to support us in a greater capacity where you cSupport the show