83 episodes
Travel Possibilities Cali O'Connor
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- Society & Culture
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5.0 • 21 Ratings
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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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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
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Leave a Podcast Review or Rating -
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
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Join my Facebook Group
Leave a Podcast Review or Rating -
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 -
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 -
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 -
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!
Customer Reviews
Very Fun and Informative Podcast!
Cali is a great podcast host! Each season gives great advice on digital nomad lifestyle, travel, and unconventional lifestyles. Her story is inspiring! It’s great to have a podcast that deep dives into different paths of travel and work. Look forward to future seasons!
So Inspiring!!
Cali has a contagious energy while hosting these podcasts! She draws out the best stories from her guests and ties everything together so well. She definitely has a real talent.
As her guest it was a pleasure to work with her on this episode. We talked about the importance of solo travel - at any age! - and how staying flexible can bring the most delightful surprises along the way!
I love how this series talks about unusual travel possibilities in meaningful ways.
Really glad to have a new podcast series to listen to. Thanks Cali.
Dare to be different!
I love this podcast and the information shared that is some of the less traditional routes you can go in life! There’s so much great information and it’s shared in an entertaining way!