Travel Possibilities

Cali O'Connor
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Travel Possibilities

There is more to life than living for the weekend and trying to strategically finagle your vacation time to coincide with holidays so you can travel for longer. There are ways to bring more travel into your life. It may feel scary or uncomfortable, but it is POSSIBLE. The first step to making your travel dreams come true, however that looks for you, is to believe it is possible. Listen for actionable tips and strategies about career breaks, remote work, and more, plus inspiring interviews from those who have been there. This is not your run-of-the-mill travel podcast. It's a career break podcast, a remote work podcast, a travel job podcast, a digital nomad podcast, you get the idea...It encompasses everything that can make travel possible and more accessible to YOU!

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  1. EPISODE 1

    Travel Story: Going on a Date in Every Country with Loni James

    My guest today is Loni James, a writer, storyteller and adventurer. She quit her job almost 1 year ago and started traveling full-time. She decided to go on a date in every country as a way to meet people and learn about local cultures. She accidentally started writing about it, created a blog and now she's planning to write a book full of her stories and everything she's learning along the way. On top of dating, she also goes on a hike in every country and this has been a unique way to experience the beauty of these places she's dreamed of for so long. Loni's story has also recently been featured on CNN and Good Morning America. Want to learn more about Loni? Loni's Instagram Loni's Website   If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Loni (@jamesloni) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    48 min

  2. EPISODE 2

    Travel Story: It's Never Too Late to Quit Your Job and Travel the World with Cindy Sheahan

    Get ready to be inspired by my guest Cindy Sheahan! In 2017, Cindy realized she wasn't getting any younger, the time was right and, "if not now, when?" so she quit her perfectly good job, packed a backpack and headed out the door alone to explore. Five plus years later, she's been to 38 countries - mostly solo - such as Turkey, Madagascar, Sri Lanka, Georgia, France, Italy and North Macedonia. She's visited over 400 cities and towns, countless hostels and homestays, hikes and treks all over the world including the Portuguese Camino. Along the way she's flown in a hot air balloon over Cappadocia Turkey, was a caretaker at a haunted villa in Tuscany, paraglided over burial sites in Madagascar, worked in a vineyard in New Zealand...and met a French paraglider on Tinder while in Nepal trekking, with whom she's traveled to 6 continents. Cindy moved to Portugal in October of 2022 and is living in Porto...for now. She's written for a women's travel group called She Hit Refresh, been featured in The Points Guy and the New York Times, and has been a panelist on a Digital Nomad online summit, and just recently, as a "Move to Portugal" expert in an online seminar by International Living. She has 4 amazing grown kids and one grandson, with another grandbaby on the way - they all live in Colorado and support, admire and join her when able to - and they are her biggest cheerleaders in this crazy adventure. Want to learn more about Cindy? Cindy's Instagram Cindy's Website Cindy's Facebook If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Cindy (@PostsFromAFlashpacker) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    46 min

  3. EPISODE 3

    Travel Story: From Probation to Traveling the World and Living Abroad with Jazzie Mas

    My guest today, Jazzie Más, is a stand up comedian, expat consultant & content creator. She’s lived in 6 countries the last 5 years and is the owner of Black Digital Nomad a resource site for digital nomads of color.   Want to learn more about Jazzie? Jazzie's Instagram Jazzie's Website Jazzie's TikTok If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Jazzie (@BlackDigitalNomad ) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    38 min

  4. EPISODE 4

    Travel Story: Refusing to Settle--Unmarried, Child-free, and Nomadic with Julie B. Rose

    My guest today is Julie B. Rose. She has been solo traveling full-time since selling her house and most of her belongings in 2020. In late 2021, she quit her high-profile corporate remote job in social media to take a career break from traditional full-time employment — to regain her time, mental energy, and creativity — to work on her upcoming memoir and other creative pursuits — and fully enjoy her travels and nomadic lifestyle without constraints. An unmarried, child-free woman who refuses to settle, she's passionate about financial freedom, female empowerment, and rebelling against societal expectations to be true to yourself. 50 states, 31 countries and counting. Want to learn more about Julie? Julie's Instagram Julie's Website Julie's Facebook Julie's Youtube If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Julie (@juliebrose) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    43 min

  5. EPISODE 5

    Travel Story: Full-time Travel as a Married Couple with Helen and Tim Schuckers

    My guests today are Helen and Tim of Helen and Tim Travel. Helen and Tim are full-time adventure travelers based in the Pacific Northwest. They left their 9 to 5 jobs in January 2023 to travel the world. They have traveled and hiked in over 20+ countries and love to inspire others to get outdoors. Some of their favorite hiking destination Patagonia, Peru, Canadian Rockies, and the Swiss Alps. They are documenting their travels on their YouTube channel, "Helen and Tim Travel" with the goal to see the world one mountain at a time. They have enjoyed using the Financial Independence Retire Early (FIRE) strategies to help them save money for the past few years in order to travel long-term. Want to learn more about Helen and Tim? Helen and Tim's Instagram Helen and Tim's Website (subscribe to their newsletter) Helen and Tim's Youtube Packing Carry-on Only Video If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Helen & Tim (@helenandtimtravel) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    41 min

  6. EPISODE 6

    Travel Story: Going Nomadic and Traveling with Type 1 Diabetes with Jason Robinson

    My guest today is Jason Robinson. Jason didn’t see his 3rd country until age 40, and over a few years did some super methodical experiments to push his comfort zone. He decided to go nomadic, then 8 months later COVID hit...and eight months after that he was diagnosed with Type 1 Diabetes, an auto-immune disease that requires constant attention. But that's not stopping him... Jason recently published “The Beginner Traveler’s Guide to Going Nomad" to help others struggling to break into travel overcome their hurdles, as well as a new hiking journal and logbook specifically for people that hike with Type 1 Diabetes. Want to learn more about Jason? Jason's Instagram Jason's Website The Beginner Traveler's Guide to Going Nomad* Logbook for Hiking with Type 1 Diabetes*   If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Jason (@thenomadexperiment) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating *Some items may contain affiliate links meaning I receive a small commission at no extra cost to you should you purchase through these links. Your support is appreciated!

    48 min

  7. EPISODE 7

    Travel Story: Living in Hotels Full-Time on a Weekly Budget of $500 with Ashley McCurdy

    My guest this week is Ashley McCurdy.  After losing her job, she got rid of my apartment in Los Angeles to travel the world and live in hotels (usually Marriott) full-time and vlog about her experiences on her YouTube channel. In 2020, she stayed 103 nights at Marriott properties for $4356, a $42 nightly average which included properties like the Ritz Carlton in Cancun & W in Midtown Atlanta. She is passionate about teaching others how affordable travel can be while sharing her experiences as she continues to travel, eat, explore, and live in hotels full-time for $500 per week. Want to learn more about Ashley? Ashley's Instagram Ashley's Website Ashley's YouTube Channel Ashley on Clubhouse If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Ashley (@insearchoftraveler) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    49 min

  8. EPISODE 8

    Travel Story: How to Take an Adult Gap Year with Rachael Levine

    Rachael Levine is 30 years old and living in Austin, TX. Inspired by a love of travel and desire to see more of the world while she is still (relatively) young and childfree, she decided to embark on her own "adult gap year." In May 2022, she took the bold step of resigning from her corporate career in finance to travel the world with her husband. They visited 33 countries and now she wants to help people travel cheaper, smarter, more authentically, and more often - as well as help them along on their own gap year. Want to learn more about Rachael? Rachael's Instagram Rachael's Website (sign up for her newsletter here) Rachael's TikTok If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me (@thetravelshifters) and Rachael (@trippingmillennial) on Instagram and let us know what it was! We love connecting with you.  Also, I invite you to leave a review on Apple Podcasts or a rating on Spotify. See you in the next episode! Links and Resources Free Travel Resources Want a resume revamp? Visit my website Follow me on Instagram Follow me on TikTok Join my Facebook Group Leave a Podcast Review or Rating

    47 min
See All Season 4 (14)

Trailer

About

There is more to life than living for the weekend and trying to strategically finagle your vacation time to coincide with holidays so you can travel for longer. There are ways to bring more travel into your life. It may feel scary or uncomfortable, but it is POSSIBLE. The first step to making your travel dreams come true, however that looks for you, is to believe it is possible. Listen for actionable tips and strategies about career breaks, remote work, and more, plus inspiring interviews from those who have been there. This is not your run-of-the-mill travel podcast. It's a career break podcast, a remote work podcast, a travel job podcast, a digital nomad podcast, you get the idea...It encompasses everything that can make travel possible and more accessible to YOU!

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