How Was Your Trip?

The Life of a Seasonal Worker with Taylor Oswalt

46 min · 17 apr 2025
aflevering The Life of a Seasonal Worker with Taylor Oswalt artwork

Beschrijving

Ever wonder what it’s like to chase powder in the winter, sunshine in the summer, and still have time to travel the country in between? In this episode, I chat with Taylor Oswalt who mastered the art of seasonal work in Colorado, swapping between ski resorts and summer tiki bars, while squeezing in epic adventures all across the US during the off season. If you’ve ever daydreamed about ditching the desk job for a life of flexibility and adventure, you’ll want to tune in. How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨ Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/howwasyourtrippodcast] and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.tiktok.com/@howwasyourtrippodcast]. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/channel/UCLCM_vPeILJJwRf5b-hzhYA] Have questions or want to chat? You can email me at howwasyourtrippodcast@gmail.com :)

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Alle afleveringen

17 afleveringen

aflevering The Life of a Seasonal Worker with Taylor Oswalt artwork

The Life of a Seasonal Worker with Taylor Oswalt

Ever wonder what it’s like to chase powder in the winter, sunshine in the summer, and still have time to travel the country in between? In this episode, I chat with Taylor Oswalt who mastered the art of seasonal work in Colorado, swapping between ski resorts and summer tiki bars, while squeezing in epic adventures all across the US during the off season. If you’ve ever daydreamed about ditching the desk job for a life of flexibility and adventure, you’ll want to tune in. How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨ Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/howwasyourtrippodcast] and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.tiktok.com/@howwasyourtrippodcast]. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/channel/UCLCM_vPeILJJwRf5b-hzhYA] Have questions or want to chat? You can email me at howwasyourtrippodcast@gmail.com :)

17 apr 202546 min
aflevering From Lisbon to The Azores: The Best of Portugal artwork

From Lisbon to The Azores: The Best of Portugal

Ready to daydream about your next getaway? In this episode, Josey takes us on a journey through Portugal — from the colorful streets and cozy cafés of the mainland to the jaw-dropping landscapes of the Azores. If you've ever wondered what it’s like to experience both sides of Portugal in one trip, this one's for you! How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨ Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/howwasyourtrippodcast] and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.tiktok.com/@howwasyourtrippodcast]. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/channel/UCLCM_vPeILJJwRf5b-hzhYA] Have questions or want to chat? You can email me at howwasyourtrippodcast@gmail.com :)

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aflevering Hack Your Honeymoon - Free Luxury Travel with Points & Miles artwork

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13 mrt 202545 min
aflevering The Perfect Bali Honeymoon! artwork

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27 feb 202543 min
aflevering 12 Tips for Traveling with a Toddler artwork

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You have always loved to travel and now you have a kid....or kids.....now what!? I'm here to give you 12 tips for traveling with a toddler! You can do it AND actually enjoy your trip! Check out the episode now :) How Was Your Trip — where we bring you an exclusive interview-style travel podcast that dives into the stories, travel hacks, and advice from travelers of all kinds. Tune in every other Tuesday as we unravel the world, one interview at a time. 🌍✨ Be sure to rate, review, and follow HWYT so that you don't miss an episode! Follow along on Instagram ⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/howwasyourtrippodcast] and tiktok ⁠⁠⁠⁠⁠⁠⁠⁠@howwasyourtrippodcast⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.tiktok.com/@howwasyourtrippodcast]. If you're interested in watching our video podcast, you can do so on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠HERE!⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/channel/UCLCM_vPeILJJwRf5b-hzhYA] Have questions or want to chat? You can email me at howwasyourtrippodcast@gmail.com :)

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