EPISODE · Sep 10, 2025 · 45 MIN
#40 - Living Our Retirement Dreams in Our 40s - The WHY Matters Podcast
from The WHY Matters · host WorldTowning
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 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 had incredible experiences with our kids — but it hasn’t been easy. We open up about the highs and lows of working seven days a week while on the move, why energy and health shape how we use our time, and the lessons we’ve learned about family, money, and what really matters.For us, this isn’t about waiting for “someday.” It’s about creating a meaningful life while we still have the energy, curiosity, and kids at home to share it with.@03:24 Why Now – Adventure in our 40s & 50s@07:45 The Journey – Oceans, mountains & kids@09:50 The Reality – Hard work behind the dream@12:41 Die With Zero – Rethinking money & time@21:35 Kids & Time – Making the most of these years@24:27 Mental Sharpness – Staying curious & adaptable@28:20 Who It’s Not For – The sacrifices required@31:18 What You Can Do – Mini retirements & money shiftsLeave us a voice message! Share your thoughts or questions at [email protected] 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.tiSupport the show
What this episode covers
Send 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 had...
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#40 - Living Our Retirement Dreams in Our 40s - The WHY Matters Podcast
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