How to Start Planning Your First (Or Next) Career Break Today (Using 5 Simple Steps) with Cali O´Connor

How to Start Planning Your First (Or Next) Career Break Today (Using 5 Simple Steps) with Cali O´Connor

Have you thought about hitting pause on your career to travel the world but are unsure how to make it a reality? It's not as unattainable as you may think! Cali O'Connor shares her experience of taking multiple career breaks and offers 5 practical steps to start planning your own career break today. Cali is a former chemical engineer who traded her career in the oilfield for a life-changing adventure of quitting her job to travel around the world. Now, Cali helps working professionals find clarity in their lives by taking a career break that gives them the freedom to travel, explore, and realign with their life goals. Whether you dream of quitting your job or taking a temporary pause, this episode will give you the confidence and strategies to take that leap. You'll hear about her biggest mistakes during her first career break (and how to avoid them), insights on overcoming common fears such as financial insecurity and leaving a stable job, travel advice to save time and money, and lessons on concurring travel burnout. If you could take a career break tomorrow, where would you go, and why? I'd love to hear your thoughts, and I hope you'll share them by sending me an audio message. Premium Passport: Get ad-free episodes, exclusive content, and access to all episodes for only $3/month. Subscribe now! Tune In To Learn: What led to leaving her career and how she was able to get out of the "achiever" mindset The most important but obvious step in taking a career break The purpose of having goals for your time off Insight on when to start your career break and deciding how long to go for How to budget and financially plan for long-term travel Advice on talking to your boss about your decision Her experience working for a hostel and why they're not just for young travelers 3 places she'd visit again in a heartbeat And so much more Resources: Join Zero To Travel Premium Passport Sign up for our FREE newsletter Visit Cali's website Listen to her podcast Follow her on Instagram Want More? Learning Through Travel: Gap Year, Career Breaks, and Beyond w/Jennifer Miller from BootsnAll.com Sherry Ott from Meet, Plan, Go! on Taking a Career Break to Travel Lessons from Quitting a Job and Selling Everything to Motorcycle Around the World with Mike Barr Thanks To Our Sponsors Babbel - Learn a new language with Babbel! Visit babbel.com/zerototravel to get up to 60% off your subscription. Women Who Travel Podcast - Pack your bags and go on a journey with the Women Who Travel podcast. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Queer Travel in the United States: Unexpected Small Towns and the Importance of Inclusive Spaces with Chase Vondran

Queer Travel in the United States: Unexpected Small Towns and the Importance of Inclusive Spaces with Chase Vondran

What does queer travel in the US look like beyond the big cities? And what can all travelers learn from the LGBTQ+ travel experience?  Chase Vondran is a full-time travel creator and writer based in ...

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Choosing a One-Way Ticket Over a Master’s Degree + Lessons From 6 Years of Evolving Travel with Dianni Hall

Choosing a One-Way Ticket Over a Master’s Degree + Lessons From 6 Years of Evolving Travel with Dianni Hall

What does it look like when travel becomes more than just a trip, but a lifelong evolution of identity, choices, and community? Dianni Hall is a queer, second-generation Latina, solo budget backpacke...

13 Jan 1h 11min

7 Must-Visit Destinations for 2026 (Get There Before the Crowds Arrive!) with Lyn Hughes

7 Must-Visit Destinations for 2026 (Get There Before the Crowds Arrive!) with Lyn Hughes

What are the top travel destinations for 2026 that need to be on your radar? Lyn Hughes is the founding editor of Wanderlust Magazine and a leading voice in adventure and cultural travel journalism. ...

6 Jan 1h 9min

What's Coming in 2026 on Zero To Travel

What's Coming in 2026 on Zero To Travel

Tune in for a quick update on what's to come on the Zero To Travel podcast in 2026! Happy New Year, my friend. Resources: Sign up for our FREE newsletter Thanks To Our Sponsors Holafly - G...

30 Dec 20255min

5th Annual Norwegian Christmas Spectacular

5th Annual Norwegian Christmas Spectacular

My wife, Anne-Dorthe, and I are together on the pod to share all about Christmas traditions in Norway and the United States. You'll hear what it's like to taste Julebrus for the first time, see who wi...

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Remote Roundup: New Year Reflection + Planning Alternatives, the “New Place, New Me” Trap, 2025 Travel Superlatives (December 2025)

Remote Roundup: New Year Reflection + Planning Alternatives, the “New Place, New Me” Trap, 2025 Travel Superlatives (December 2025)

Looking for more creative and fun ways to reflect on your year and plan for the next one? Join Caitlin and Janessa in this year-end Remote Roundup to explore personal reflections, unexpected lessons,...

16 Dec 20251h 17min

One Year in Norway: Teaching, Traveling, and Finding Perspective with Don Jenkins

One Year in Norway: Teaching, Traveling, and Finding Perspective with Don Jenkins

What happens when you step out of your life for a year to live, work, and connect in a completely different culture? Don Jenkins is a 27-year high-school teacher from Washington state who spent a ful...

9 Dec 20251h 7min

11 European Dishes You Must Try Before You Die (Plus Movie Pairings) with Kenny Dunn

11 European Dishes You Must Try Before You Die (Plus Movie Pairings) with Kenny Dunn

Which European dish is so good you’d plan a trip around it? Kenny Dunn is the founder of Eating Europe, a food tour company that has guided over 400,000 travelers to the best local eats in 17 of Euro...

2 Dec 20251h 23min

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