Cali O'Connor

Travel Possibilities

Society EN ↓ 83 episodes

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 podca...

Be sure to visit the podcast's website and support the creator: www.travelshifters.com

Author

Cali O'Connor

Category

Society

Podcast website

www.travelshifters.com

Latest episode

Apr 6, 2024

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Episodes

Types of Remote Work: Full-time vs. Flexible Jobs 22.02.2022

Sometimes our societal conditioning kicks in hard and we believe the only way to work remotely is to find an employer who offers this kind of work and still work full-time, climbing that corporate ladder. That doesn't have to be the case. If you are seeking remote work to support your travel dreams, there are other options out there that will give you more flexibility and time freedom. In today's...

The BIGGEST Mistake You Can Make While Looking for Remote Work 17.02.2022

If you are considering a remote job, you can't miss this episode. I see it time and time again. The biggest mistake that people make when seeking a remote job. I won't spoil it, you'll just have to listen! If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me  ( @thetravelshifters ) on Instagram and let me know what it was! I...

My Remote Work Story 15.02.2022

In this episode, I continue my personal story from Season 1 and share all about the remote jobs I've held over the course of my travels. There were reasons they worked at the time and reasons I needed to move on from them. Remote jobs can be tricky in the sense that they seem ideal. Any job that is remote and allows you to travel sounds SO exciting, but that isn't reality. When the grandeur of lan...

Intro to Season 2: Remote Work and is it Right for You? 15.02.2022

Welcome to Season 2 of the Travel Possibilities Podcast. This season is all about Remote Work, another way that will allow you to bring more travel into your life. This episode is a brief intro to the season. Enjoy! If you enjoyed today's episode and had a takeaway moment to share, be sure to take a screenshot and tag me  ( @thetravelshifters ) on Instagram and let me know what...

Career Break Podcast Season 1 Wrap Up 22.12.2021

Thank you for being here for season 1 and making it great! Be sure to subscribe to the podcast and follow me on Instagram for updates on upcoming seasons. And if you haven't left a review, please do so on Apple or leave a rating on Spotify! Join the Career Break Bootcamp membership

Career Break Story: Approved Leave of Absence Sparked a Life of More Travel with Kayla MacArthur 20.12.2021

This final interview episode of Season 1 is with Kayla MacArthur. Kayla was getting burned out from the stresses of her job and requested a 2 month leave which was granted! She went on an epic US road and ultimately decided travel needed to be a bigger part of her life. She explored several options, but tune in for the full story of what Kayla's life is like now! Want to learn more about Kayla? Ka...

Career Break Story: A Spontaneous Decision to Travel the World with Ricky Bhalla 17.12.2021

My guest today is Ricky Bhalla. He works  in Financial Risk and Compliance. Ricky likes to feel passionate about everything he does, so upon no longer feeling excited in the business he was running, he made the decision to travel without many plans in place. He visited a travel agent, booked a ticket to South America two weeks later, and set out on a 12 month career break journey, ultimately...

Career Break Story: Wandering Through Africa on Faith with Lerato Mogoatlhe 15.12.2021

My guest today is Lerato Mogoatlhe. She is  a travel writer and author of the pioneering travel memoir, Vagabond: wandering through Africa on faith. In this episode Lerato shares her story about how her 4 day trip to Accra, Ghana turned into a 3 month stint in West Africa and ultimately five years of living and traveling around the continent. Her stories and perspective are nothing...

Career Break Bootcamp Story with student Ryan 13.12.2021

Ryan was a student in the beta round of my signature course, Career Break Bootcamp. His career break dream is finally coming to fruition at the end of this month and we talk all about it on this episode. Plus, he shares his insight on the course and the elements of accountability and community he found with the other founding members! If you enjoyed today's episode and had a takeawa...

Career Break Story: From Corporate Hustler to Full-time Travel Blogger with Sam Opp 10.12.2021

Sam wasn't always a full-time traveler and content creator. In fact, she worked in marketing for Canon and had those familiar feelings of wishing for more. After months and months of convincing her husband, they both left their jobs for several months of travel in Europe and South East Asia. An unfortunate accident that prevented Sam from going back to work at the end of the break was actual a ble...

Career Break Story: Leaving Attorney Life for a Family Roadtrip Around the US with Carmelita Tiu 08.12.2021

Carmelita Tiu (aka Millie or Cat), is passionate about doing good in the world and raising her kids to become good adults. She's a podcaster, creative, lawyer, educator, spouse, and mom to two daughters. After receiving her art degree and law degree, she worked as an attorney at The Oprah Winfrey Show and OWN: The Oprah Winfrey Network for several years, then pivoted to the design and advertising...

Career Break Story: Letting Go So You Can Have It All with Valery Parham 06.12.2021

Welcome to another fabulous interview episode with my guest Valery Parham. In 2018, Valery made one of her big dreams become a reality when she took a 6-month, solo, round the world trip. By following through with her plan and charting a path for herself even though the way was not always clear, she proved to herself that she can do ANYTHING she can dream and put into action. Now she con...

Career Break Story: Escaping your Comfort Zone to Travel the World with Kristina Sym 03.12.2021

I am so excited to share my interview with my friend Kristina Sym. Her story is very relatable. She worked for the same company with the same routine for over 10 years. She felt the need for more. The difference in her story is that she took action. It felt scary, it felt uncomfortable, but her desire for exploration and adventure outweighed what her current lifestyle could offer. Kristina travele...

Career Break Story: Early Retirement, Becoming Nomads, and Racing across the Globe with Tony Copeland-Parker 01.12.2021

My guest today brings a unique angle to departing the workforce. Due to some medical news, Tony Copeland-Parker and his wife Catherine made the decision to retire early and make the most of their new found time. Since this decision 7 years ago, they have become nomads, traveled to 82 countries, and run at least half a marathon in 35 countries. Tony's story is super inspiring and motivating. You ca...

Career Break Story: Overcoming the "Work to Travel" Mentality with Robin Finney 29.11.2021

Robin Finney's story is SO relatable! She had a great job and team, but there was something inside of her telling her there is more out there for her. She finally got clarity during a meditation retreat in 2017 and committed to making her travel dreams a reality! Nine months later she left her job of 11 years, sold her belongings, let go of her apartment, and bought a one-way ticket to Australia....

Resume Gap and Career Break Conversations with a Hiring Manager ft. Carl Cronstedt 26.11.2021

Today’s episode is a unique one! I often hear people are nervous about a gap on their resume and they use that as an excuse not to take a break, pursue a passion, or go after their dreams. So. I decided to bring on my former manager, Carl. The man who hired me after my first career break. I hope this episode brings a unique view from a hiring manager’s perspective.  Did you have a takeaway mo...

Career Break Story: Off the Beaten Path with Katie Aune 24.11.2021

Today I am excited to bring you a very special interview with my guest Katie Aune. Katie and I actually talk Career Breaks on a weekly basis over on clubhouse (Thursdays at 5pm Eastern). Katie took a chance to seize an opportunity to experience long term travel in a way that you simply cannot travel with a full-time job. Her itinerary is beyond intriguing (I will keep this mysterious) and ult...

Career Break Story: Burnt Out Investment Banker to Travel Company Founder with Jen Tenzer of The Soloist 22.11.2021

My guest today is Jen Tenzer of the Soloist. Jen, like so many of us, became burnt out and checked out and resented going to work everyday as an investment banker. She decided to travel to clear her head and give herself space to figure out what her next career venture would be. A reset! That period of soul-searching sparked her to start a passion-driven business called The Soloist! You can learn...

Career Break Story: Finding Passion and Healing a Relationship and Finances with Karen Yates 19.11.2021

Welcome to the first interview episode of the season! Today my guest is Karen Yates. Karen left her chemistry career of 20 years after she and her husband realized that they really wanted to spend more time with each other as well as with their two kids. What is a better way to spend time as a family than to decide to travel the world. This journey allowed them to find their passion, share their s...

Intro to Travel Possibilities 17.11.2021

Welcome to the Travel Possibilities podcast! This podcast is all about ways to bring more travel into your lives. You don't have to settle for a job you don't love and maximize your vacation days to the best of your ability. I encourage you to open your mind and come along on this journey to learn about different possibilities and ways to bring more travel into your life. Chances are, some ideas w...

5 Steps You MUST Take Before Planning a Career Break-Part 5 17.11.2021

This episode is the final part of a 5 part series of things you must consider before you even get into planning a career break. The best part of this series is that every step is related to your mindset. That means, you can start taking action TODAY! Part 5 is all about choosing a minimum length of time for your career break. It sounds simple, it sounds basic. It IS, but that doesn't make it easy....

Why Does Taking a Career Break Feel So Scary? 17.11.2021

We tend to receive what we focus on... In this episode we discuss the scarcity mindset vs. the abundance mindset. The corporate world tends to be dripping in scarcity so it is no wonder we carry that with us in everything we do. It serves the employer for us to believe that we are competing for raises and promotions as that motivates people to work harder, right? Scarcity also looks like money wor...

5 Steps You MUST Take Before Planning a Career Break-Part 3 17.11.2021

This episode is part 3 of a 5 part  series of things you must consider before you even get into planning a career break. The best part of this series is that every step is related to your mindset. That means, you can start taking action TODAY! Part 3 is all about setting a goal. It sounds simple, it sounds basic. It IS, but that doesn't make it easy. If you have completed Part 3 and determine...

Planning a Long-term Trip or Career Break to Travel 17.11.2021

Planning for a long-term trip or career break is completely different than planning for a vacation. It is entirely too time consuming plan every single day, not to mention, you're not sure how you'll feel by, say, month three, plus it's important to leave room for spontaneity. In this episode I give tips on how to think about the type of traveler you are and how to determine where to go. These are...

5 Steps You MUST Take Before Planning a Career Break-Part 4 17.11.2021

This episode is part 4 of a 5 part series of things you must consider before you even get into planning a career break. The best part of this series is that every step is related to your mindset. That means, you can start taking action TODAY! Part 4 is all about setting a date to make your career break a reality. It sounds simple, it sounds basic. It IS, but that doesn't make it easy. If you have...

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