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Winging It Travel Podcast

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by Voyascape Media

363 episodes
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Podcast Overview

The Winging It Travel Podcast is your weekly ticket to the world—dropping every Monday and hosted by me, James Hammond, proudly part of the Voyascape Network. This is more than just a travel podcast—it's a cinematic audio experience that takes you deep into the heart of each journey. Through rich immersive soundscapes, on-the-ground reactions, and authentic storytelling, I bring you right alongside me—whether I’m hiking up volcanoes in Guatemala, navigating the chaos of a city market in India, or camping under the stars in British Columbia. With over fifteen years of travel behind me, I've met incredible people, seen breathtaking places, and collected unforgettable stories—and now I get to share them with you. Expect a mix of: 🎧 Immersive-Audio episodes that let you hear the world as I experience it 🎙️ Raw, reflective solo episodes filled with insights, tips, and honest travel tales 🌍 Guest conversations with some of the most diverse and well-travelled people I've encountered on the road Every episode blends anecdotes, practical advice, cultural insight, and moments of pure adventure. This podcast is for travellers, dreamers, backpackers, and anyone who’s ever thought, what if I just went for it? So, if you're looking for stories to tell, tips to share, and experiences to inspire, you're in the right place. There’s so much travel content coming your way, it just might spark that trip you’ve been dreaming about for years. Welcome to a world of travel! Thank you for listening in. Please get in touch with us below. Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Finally, please rate the podcast five stars on your podcast app and give a positive written review. This helps the podcast grow, for free. Website - https://www.wingingittravelpodcast.com Buy Winging It a coffee - buymeacoffee.com/wingingit Voyascape - https://voyascape.com Linktree - https://linktr.ee/jameshammondtravel Email - jameshammondtravel@gmail.com Roaming with Hammo YouTube channel - https://www.youtube.com/@roamingwithhammo Happy Winging It!

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2/8/2021

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Recent Episodes

Episode thumbnail for Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones

July 8, 2026

Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones

<p><strong>Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans &amp; Recovering From Kidney Stones</strong></p><p>This week I'm sharing a more personal update as I recover from kidney stones, reflect on the incredible atmosphere surrounding the FIFA World Cup, and look ahead to an exciting second half of the year packed with travel.</p><p>After a slower start to 2026, I'm finally getting ready to hit the road again with trips to Toronto, Estonia, Finland, Paris and French Polynesia. I also share how this period away from travelling has helped me rethink my content, my business and what I want the future of Winging It to look like.</p><p>I also explain why I believe the World Cup is one of the greatest examples of how travel brings people together. From the incredible hospitality shown by Mexican fans to England supporters, to thousands of people from different cultures celebrating side by side, it's a reminder that travel creates understanding, respect and unforgettable memories.</p><p>Finally, I open up about dealing with kidney stones over the past couple of weeks, what it's taught me about appreciating everyday life, and why I'm looking forward to getting back out into the world once I'm fully recovered.</p><p>If you've been thinking about booking your next adventure, hopefully this episode gives you the inspiration to finally go for it.</p><p>In this episode:</p><p>• Why the World Cup is about far more than football.</p><p>• The incredible hospitality between travelling fans.</p><p>• My upcoming trips to Canada, Estonia, Finland, France and French Polynesia.</p><p>• How I've been rethinking my travel content and podcast plans.</p><p>• Recovering from kidney stones and what the experience has taught me.</p><p>• A look ahead to what's coming next on Winging It Travel Podcast.</p><h3>Support Winging It Travel Podcast</h3><p>If you enjoyed this episode:</p><ul><li>⭐ Leave a 5-star rating or review on your podcast app</li><li>☕ Support the show at <strong><a href="https://buymeacoffee.com/wingingit" rel="noopener noreferrer" target="_blank">buymeacoffee.com/wingingit</a></strong></li><li>🌍 Explore more episodes at <strong><a href="https://wingingittravelpodcast.com" rel="noopener noreferrer" target="_blank">wingingittravelpodcast.com</a></strong></li><li>✈️ Check out more great travel podcasts at <a href="https://voyascape.com" rel="noopener noreferrer" target="_blank">https://voyascape.com</a></li><li>📺 Now also on YouTube - <a href="https://www.youtube.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@wingingittravelpodcast</a></li></ul><br/><h2>⏱️ Timestamps</h2><p>01:38 Why the release schedule has changed</p><p>02:30 What the World Cup teaches us about travel</p><p>05:10 England, Mexico and the power of football to unite people</p><p>07:45 Why travel creates cultural understanding</p><p>09:25 My upcoming trips: Toronto, Estonia, Finland and Paris</p><p>12:15 French Polynesia, future travel plans and new podcast ideas</p><p>13:45 Recovering from kidney stones and appreciating normal life</p><p>15:10 Podcast updates, reviews and supporting the show</p><p>--------------------------------------------------------------</p><p><strong>Produced by Winging It Productions</strong> - <a href="https://www.wingingitproductions.com/" rel="noopener noreferrer" target="_blank">⁠https://www.wingingitproductions.com⁠</a></p><p><strong>Voyascape: Travel Podcast Network</strong> - <a href="https://voyascape.com/" rel="noopener noreferrer" target="_blank">https://voyascape.com/</a></p><p><strong>Winging It Travel Podcast - </strong><a href="https://www.wingingittravelpodcast.com/" rel="noopener noreferrer" target="_blank">Website</a></p><p>--------------------------------------------------------------</p><p><strong>Winging It Travel Podcast Credits</strong></p><p>Host/Producer/Creator/Composer/Editor - James Hammond</p><p><strong>Contact me</strong> - jameshammondtravel@gmail.com or james@wingingitproductions.com</p><p><strong>Social Media</strong> - follow me on:</p><p><strong><a href="https://www.instagram.com/wingingittravelpodcast/" rel="noopener noreferrer" target="_blank">Instagram</a></strong></p><p><strong><a href="https://www.tiktok.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">TikTok</a> </strong></p><p><strong><a href="https://wingingittravelpodcast-https//www.facebook.com/jameshammondtravel" rel="noopener noreferrer" target="_blank">Facebook</a></strong></p><p>--------------------------------------------------------------</p><p><strong>Affiliate Links </strong></p><p>If you click one of the below to book something, I get a tiny commission, which helps the podcast.</p><p>Book Flights with Skyscanner - <a href="https://skyscanner.pxf.io/ZQ7b0X" rel="noopener noreferrer" target="_blank">Here</a></p><p>Use Revolut Travel Card<strong> - <a href="https://revolut.com/referral/?referral-code=jamesebu!NOV1-23-AR-H2" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Hostels With Hostelworld<strong> - <a href="https://hostelworld.tp.st/fYOrWHy3" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Booking.com<strong> - <a href="https://booking.tp.st/bM18anPX" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Experiences With Viator<strong> - <a href="https://viator.tp.st/VAODlwxm" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Discovery Car Hire<strong> - <a href="https://www.discovercars.com/?a_aid=Jhammo89" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Buses With Busbud<strong> - <a href="https://busbud.tp.st/n3qpfCf9" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Trains With Trainline<strong> - <a href="https://trainline.tp.st/XakLceTu" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Travel Insurance with SafetyWing <strong>- <a href="https://safetywing.com/?referenceID=wingingittravelpodcast&amp;utm_source=wingingittravelpodcast&amp;utm_medium=Ambassador" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Flights With Expedia Canada<strong> - <a href="https://prf.hn/click/camref:1100lqfY7/creativeref:1100l68075/destination:https://www.expedia.com/Flights?siteid=1&amp;langid=1033" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>--------------------------------------------------------------</p><p>Thanks for supporting me and the podcast!</p><p>Cheers James.</p><p>Mentioned in this episode:</p><p><strong>Check out all of our other travel podcasts from around the world</strong></p><p>This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below.</p><p><a href="https://winging-it-travel.captivate.fm/partnerships-wingingit">Voyascape Podcast Network</a></p>

Episode thumbnail for 15 Reasons Why You Should Travel From 15 Previous Guests

July 2, 2026

15 Reasons Why You Should Travel From 15 Previous Guests

<p>This week is a little different.</p><p>I went back through the Winging It archives and handpicked 15 previous guests, asking each of them the same quick-fire question:</p><p><strong>"What would you say to someone who's nervous about travelling and why they should go?"</strong></p><p>Their answers are honest, inspiring, funny and thought-provoking. Whether you're dreaming about your first solo trip, planning a career break, or simply need a reminder of why we explore, these 15 reasons might be exactly what you need.</p><p>Featuring adventurers, authors, broadcasters, travel creators and industry experts, this episode is the perfect way to kick off the summer.</p><p><strong>Guests featured:</strong></p><p>• Rachel Rudwall – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000728978309" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000728978309</a></p><p>• Kate Wills – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000567094905" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000567094905</a></p><p>• Nick Cohen – <a href="https://open.spotify.com/episode/4MXukvaUPLCQywmXKjSeBD?si=QyZiKYp_Qta1R5XQeArpjQ" rel="noopener noreferrer" target="_blank">https://open.spotify.com/episode/4MXukvaUPLCQywmXKjSeBD?si=QyZiKYp_Qta1R5XQeArpjQ</a></p><p>• Matt &amp; Nat – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000723386799" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000723386799</a></p><p>• Jonny Bealby – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000561519170" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000561519170</a></p><p>• Mark Wolters – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000709892870" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000709892870</a></p><p>• Alun from Tripology – <a href="https://voyascape.com/podcast/winging-it/episode/episode-111-travelling-with-alun-from-tripology-the-traveller-s-podcast-69f74f" rel="noopener noreferrer" target="_blank">https://voyascape.com/podcast/winging-it/episode/episode-111-travelling-with-alun-from-tripology-the-traveller-s-podcast-69f74f</a></p><p>• Matt Dennis – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000726849183" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000726849183</a></p><p>• John Stucky – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000731536141" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000731536141</a></p><p>• Emma Thomson – <a href="https://voyascape.com/podcast/winging-it/episode/episode-56-travelling-with-emma-thomson-in-sri-lanka-pakistan-iran-zimbabwe-and-bhutan-d486c6" rel="noopener noreferrer" target="_blank">https://voyascape.com/podcast/winging-it/episode/episode-56-travelling-with-emma-thomson-in-sri-lanka-pakistan-iran-zimbabwe-and-bhutan-d486c6</a></p><p>• Melissa Rodway – <a href="https://open.spotify.com/episode/0YupR9qd58VoDoqBRbSdOQ?si=v4GVIR2CSYu4VdMNsxDmrA" rel="noopener noreferrer" target="_blank">https://open.spotify.com/episode/0YupR9qd58VoDoqBRbSdOQ?si=v4GVIR2CSYu4VdMNsxDmrA</a></p><p>• Pauline Frommer – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000733638498" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000733638498</a></p><p>• Aaron Millar – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000716235402" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000716235402</a></p><p>• Dave Seminara – <a href="https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000665923550" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000665923550</a></p><p>• Matty Dyas – <a href="https://voyascape.com/podcast/winging-it/episode/episode-51-travelling-with-matty-dyas-in-haiti-spain-bangkok-slovakia-moldova-fdc080" rel="noopener noreferrer" target="_blank">https://voyascape.com/podcast/winging-it/episode/episode-51-travelling-with-matty-dyas-in-haiti-spain-bangkok-slovakia-moldova-fdc080</a></p><p><strong>Which answer resonated with you the most?</strong></p><p>Let me know on Instagram @wingingittravelpodcast or send an email to james@wingingitproductions.com</p><p>If this episode inspires you to finally book that trip, I'd love to hear where you're heading.</p><h3>Support Winging It Travel Podcast</h3><p>If you enjoyed this episode:</p><ul><li>⭐ Leave a 5-star rating or review on your podcast app</li><li>☕ Support the show at <strong><a href="https://buymeacoffee.com/wingingit" rel="noopener noreferrer" target="_blank">buymeacoffee.com/wingingit</a></strong></li><li>🌍 Explore more episodes at <strong><a href="https://wingingittravelpodcast.com" rel="noopener noreferrer" target="_blank">wingingittravelpodcast.com</a></strong></li><li>✈️ Check out more great travel podcasts at <a href="https://voyascape.com" rel="noopener noreferrer" target="_blank">https://voyascape.com</a></li><li>📺 Now also on YouTube - <a href="https://www.youtube.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@wingingittravelpodcast</a></li></ul><br/><h2>⏱️ Timestamps</h2><p>00:00 Welcome &amp; why I created this episode</p><p>02:30 The first reasons to travel</p><p>05:55 Stepping outside your comfort zone</p><p>09:25 Building confidence through travel</p><p>12:00 How travel changes your perspective</p><p>13:00 Life is short—book the trip</p><p>14:18 Final thoughts</p><p>--------------------------------------------------------------</p><p><strong>Produced by Winging It Productions</strong> - <a href="https://www.wingingitproductions.com/" rel="noopener noreferrer" target="_blank">⁠https://www.wingingitproductions.com⁠</a></p><p><strong>Voyascape: Travel Podcast Network</strong> - <a href="https://voyascape.com/" rel="noopener noreferrer" target="_blank">https://voyascape.com/</a></p><p><strong>Winging It Travel Podcast - </strong><a href="https://www.wingingittravelpodcast.com/" rel="noopener noreferrer" target="_blank">Website</a></p><p>--------------------------------------------------------------</p><p><strong>Winging It Travel Podcast Credits</strong></p><p>Host/Producer/Creator/Composer/Editor - James Hammond</p><p><strong>Contact me</strong> - jameshammondtravel@gmail.com or james@wingingitproductions.com</p><p><strong>Social Media</strong> - follow me on:</p><p><strong><a href="https://www.instagram.com/wingingittravelpodcast/" rel="noopener noreferrer" target="_blank">Instagram</a></strong></p><p><strong><a href="https://www.tiktok.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">TikTok</a> </strong></p><p><strong><a href="https://wingingittravelpodcast-https//www.facebook.com/jameshammondtravel" rel="noopener noreferrer" target="_blank">Facebook</a></strong></p><p>--------------------------------------------------------------</p><p><strong>Affiliate Links </strong></p><p>If you click one of the below to book something, I get a tiny commission, which helps the podcast.</p><p>Book Flights with Skyscanner - <a href="https://skyscanner.pxf.io/ZQ7b0X" rel="noopener noreferrer" target="_blank">Here</a></p><p>Use Revolut Travel Card<strong> - <a href="https://revolut.com/referral/?referral-code=jamesebu!NOV1-23-AR-H2" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Hostels With Hostelworld<strong> - <a href="https://hostelworld.tp.st/fYOrWHy3" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Booking.com<strong> - <a href="https://booking.tp.st/bM18anPX" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Experiences With Viator<strong> - <a href="https://viator.tp.st/VAODlwxm" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Discovery Car Hire<strong> - <a href="https://www.discovercars.com/?a_aid=Jhammo89" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Buses With Busbud<strong> - <a href="https://busbud.tp.st/n3qpfCf9" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Trains With Trainline<strong> - <a href="https://trainline.tp.st/XakLceTu" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Travel Insurance with SafetyWing <strong>- <a href="https://safetywing.com/?referenceID=wingingittravelpodcast&amp;utm_source=wingingittravelpodcast&amp;utm_medium=Ambassador" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Flights With Expedia Canada<strong> - <a href="https://prf.hn/click/camref:1100lqfY7/creativeref:1100l68075/destination:https://www.expedia.com/Flights?siteid=1&amp;langid=1033" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>--------------------------------------------------------------</p><p>Thanks for supporting me and the podcast!</p><p>Cheers James.</p><p>Mentioned in this episode:</p><p><strong>Check out all of our other travel podcasts from around the world</strong></p><p>This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below.</p><p><a...

Episode thumbnail for Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

June 22, 2026

Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

<h2>Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)</h2><p>This week on Winging It, I'm sharing a special crossover episode from my other podcast, Taking A Career Break with Katrina McGhee. I really feel our two audiences do crossover, so I am sharing one of our most popular episodes with you. Please check out the rest of the catalogue for everything relating to a career break.</p><p><strong>Episode 67 - Why You Should Stop Waiting for the “Right Time” to Take a Career Break Shownotes</strong></p><p>If you've ever dreamed of taking a career break, travelling the world, changing direction, or simply pressing pause on the life you've built, you've probably told yourself the same thing many of us do:</p><p><strong>"I'll do it when the timing is right."</strong></p><p>The truth is, there may never be a perfect time.</p><p>In this episode, Katrina and I dive into one of the biggest reasons people never take a career break: waiting for the mythical "right time." We explore why life will always present obstacles, why fear often disguises itself as practicality, and how delaying your dreams can lead to years of wondering "what if?"</p><p>Is there ever a right time to take a career break—or are you just waiting forever?</p><p>From economic uncertainty and job market fears to internal pressure and workplace guilt, they unpack why it always feels like the wrong time—and why that thinking is keeping you stuck.</p><p>Katrina introduces the concept of <strong>PHOBO (Fear of Becoming Obsolete)</strong> and explains how this fear shows up both before and during a career break—often preventing people from fully committing to the change they need.</p><p>You’ll learn why the “perfect moment” doesn’t exist, how your brain is wired to keep you in survival mode, and what it actually takes to create a good enough time to step away and reset your life.</p><p>If you’ve been telling yourself “maybe next year” or “once things settle down,” this episode will challenge that narrative—and help you take your first real step toward a career break.</p><p><strong>Taking A Career Break with Katrina McGhee</strong></p><p>Apple Podcasts - <a href="https://podcasts.apple.com/ca/podcast/taking-a-career-break-with-katrina-mcghee/id1772602758" rel="noopener noreferrer" target="_blank">https://podcasts.apple.com/ca/podcast/taking-a-career-break-with-katrina-mcghee/id1772602758</a></p><p>Spotify - <a href="https://open.spotify.com/show/1lRPigXIghYUw82Eqak0mF?si=b956d5b826df4cf1" rel="noopener noreferrer" target="_blank">https://open.spotify.com/show/1lRPigXIghYUw82Eqak0mF?si=b956d5b826df4cf1</a></p><p>YouTube - <a href="https://www.youtube.com/@TakingaCareerBreakwithKatrina" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@TakingaCareerBreakwithKatrina</a></p><p>Ready to stop "running on empty" and start running toward a life you actually love?</p><p>📞Schedule a call with Katrina - <a href="https://kmcgheecoaching.as.me/freeconsult" rel="noopener noreferrer" target="_blank">⁠⁠⁠⁠⁠⁠⁠https://kmcgheecoaching.as.me/freeconsult⁠⁠⁠⁠⁠⁠⁠</a></p><p>🫶🏼Join the BreakSpace community - <a href="www.gobreakspace.com" rel="noopener noreferrer" target="_blank">⁠⁠⁠⁠⁠⁠⁠www.gobreakspace.com⁠⁠⁠⁠⁠⁠⁠</a></p><p>🎁Order Katrina's book (w/ special bonus!) - <a href="https://www.kmcgheecoaching.com/book" rel="noopener noreferrer" target="_blank">⁠⁠⁠⁠⁠⁠⁠https://www.kmcgheecoaching.com/book⁠⁠⁠⁠⁠⁠⁠</a></p><h3>Support Winging It Travel Podcast</h3><p>If you enjoyed this episode:</p><ul><li>⭐ Leave a 5-star rating or review on your podcast app</li><li>☕ Support the show at <strong><a href="https://buymeacoffee.com/wingingit" rel="noopener noreferrer" target="_blank">buymeacoffee.com/wingingit</a></strong></li><li>🌍 Explore more episodes at <strong><a href="https://wingingittravelpodcast.com" rel="noopener noreferrer" target="_blank">wingingittravelpodcast.com</a></strong></li><li>✈️ Check out more great travel podcasts at <a href="https://voyascape.com" rel="noopener noreferrer" target="_blank">https://voyascape.com</a></li><li>📺 Now also on YouTube - <a href="https://www.youtube.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@wingingittravelpodcast</a></li></ul><br/><h2>⏱️ Timestamps</h2><p><strong>00:00</strong> Introduction – Why this career break episode matters for travellers</p><p><strong>02:08</strong> Winging It Travel Podcast intro</p><p><strong>03:47</strong> Welcome to Taking A Career Break with Katrina McGhee</p><p><strong>04:39</strong> Why do we keep waiting for the "right time"?</p><p><strong>06:34</strong> The fear of becoming obsolete and falling behind</p><p><strong>08:13</strong> Is there ever a good economic time to take a break?</p><p><strong>10:59</strong> Why hard times don't mean you can't make a career break happen</p><p><strong>13:00</strong> James shares his own fears about timing and entrepreneurship</p><p><strong>15:27</strong> The "worst time fallacy" explained</p><p><strong>17:13</strong> Why guilt keeps people stuck in jobs</p><p><strong>18:52</strong> Break Space: Support for your own career break journey</p><p><strong>19:28</strong> The target keeps moving – there will always be another excuse</p><p><strong>22:58</strong> When has life ever truly felt certain?</p><p><strong>24:39</strong> Planning versus endlessly postponing your dreams</p><p><strong>26:23</strong> Why the perfect moment doesn't exist</p><p><strong>27:15</strong> How fear of falling behind keeps you in survival mode</p><p><strong>29:32</strong> Building the bridge before taking the leap</p><p><strong>31:05</strong> Stop waiting and start making your career break happen</p><p><strong>32:17</strong> Final thoughts and outro</p><p>--------------------------------------------------------------</p><p><strong>Produced by Winging It Productions</strong> - <a href="https://www.wingingitproductions.com/" rel="noopener noreferrer" target="_blank">⁠https://www.wingingitproductions.com⁠</a></p><p><strong>Voyascape: Travel Podcast Network</strong> - <a href="https://voyascape.com/" rel="noopener noreferrer" target="_blank">https://voyascape.com/</a></p><p><strong>Winging It Travel Podcast - </strong><a href="https://www.wingingittravelpodcast.com/" rel="noopener noreferrer" target="_blank">Website</a></p><p>--------------------------------------------------------------</p><p><strong>Winging It Travel Podcast Credits</strong></p><p>Host/Producer/Creator/Composer/Editor - James Hammond</p><p><strong>Contact me</strong> - jameshammondtravel@gmail.com or james@wingingitproductions.com</p><p><strong>Social Media</strong> - follow me on:</p><p><strong><a href="https://www.instagram.com/wingingittravelpodcast/" rel="noopener noreferrer" target="_blank">Instagram</a></strong></p><p><strong><a href="https://www.tiktok.com/@wingingittravelpodcast" rel="noopener noreferrer" target="_blank">TikTok</a> </strong></p><p><strong><a href="https://wingingittravelpodcast-https//www.facebook.com/jameshammondtravel" rel="noopener noreferrer" target="_blank">Facebook</a></strong></p><p>--------------------------------------------------------------</p><p><strong>Affiliate Links </strong></p><p>If you click one of the below to book something, I get a tiny commission, which helps the podcast.</p><p>Book Flights with Skyscanner - <a href="https://skyscanner.pxf.io/ZQ7b0X" rel="noopener noreferrer" target="_blank">Here</a></p><p>Use Revolut Travel Card<strong> - <a href="https://revolut.com/referral/?referral-code=jamesebu!NOV1-23-AR-H2" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Hostels With Hostelworld<strong> - <a href="https://hostelworld.tp.st/fYOrWHy3" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Booking.com<strong> - <a href="https://booking.tp.st/bM18anPX" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Experiences With Viator<strong> - <a href="https://viator.tp.st/VAODlwxm" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Discovery Car Hire<strong> - <a href="https://www.discovercars.com/?a_aid=Jhammo89" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Buses With Busbud<strong> - <a href="https://busbud.tp.st/n3qpfCf9" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Trains With Trainline<strong> - <a href="https://trainline.tp.st/XakLceTu" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Travel Insurance with SafetyWing <strong>- <a href="https://safetywing.com/?referenceID=wingingittravelpodcast&amp;utm_source=wingingittravelpodcast&amp;utm_medium=Ambassador" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>Book Flights With Expedia Canada<strong> - <a href="https://prf.hn/click/camref:1100lqfY7/creativeref:1100l68075/destination:https://www.expedia.com/Flights?siteid=1&amp;langid=1033" rel="noopener noreferrer" target="_blank">Here</a></strong></p><p>--------------------------------------------------------------</p><p>Thanks for supporting me and the podcast!</p><p>Cheers James.</p><p>Mentioned in this episode:</p><p><strong>Check out all of our other travel podcasts from around the world</strong></p><p>This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below.</p><p><a href="https://winging-it-travel.captivate.fm/partnerships-wingingit">Voyascape Podcast Network</a></p>

363 total episodes available

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Frequently asked questions

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What is Winging It Travel Podcast?

The Winging It Travel Podcast is your weekly ticket to the world—dropping every Monday and hosted by me, James Hammond, proudly part of the Voyascape Network.

This is more than just a travel podcast—it's a cinematic audio experience that takes you deep into the heart of each journey. Through rich immersive soundscapes, on-the-ground reactions, and authentic storytelling, I bring you right alongside me—whether I’m hiking up volcanoes in Guatemala, navigating the chaos of a city market in India, or camping under the stars in British Columbia.

With over fifteen years of travel behind me, I've met incredible people, seen breathtaking places, and collected unforgettable stories—and now I get to share them with you. Expect a mix of:

🎧 Immersive-Audio episodes that let you hear the world as I experience it 🎙️ Raw, reflective solo episodes filled with insights, tips, and honest travel tales 🌍 Guest conversations with some of the most diverse and well-travelled people I've encountered on the road

Every episode blends anecdotes, practical advice, cultural insight, and moments of pure adventure. This podcast is for travellers, dreamers, backpackers, and anyone who’s ever thought, what if I just went for it?

So, if you're looking for stories to tell, tips to share, and experiences to inspire, you're in the right place.

There’s so much travel content coming your way, it just might spark that trip you’ve been dreaming about for years.

Welcome to a world of travel! Thank you for listening in. Please get in touch with us below.

Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠

Finally, please rate the podcast five stars on your podcast app and give a positive written review. This helps the podcast grow, for free.

Website - https://www.wingingittravelpodcast.com Buy Winging It a coffee - buymeacoffee.com/wingingit Voyascape - https://voyascape.com Linktree - https://linktr.ee/jameshammondtravel Email - jameshammondtravel@gmail.com Roaming with Hammo YouTube channel - https://www.youtube.com/@roamingwithhammo

Happy Winging It!

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

No, this podcast does not typically feature guests.

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