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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Top 15 USA National Park Hikes: From Iconic Must-Dos to Hidden Wilderness Gems with Jason Frye

Top 15 USA National Park Hikes: From Iconic Must-Dos to Hidden Wilderness Gems with Jason Frye

What if the best hikes in America’s national parks aren’t the ones you’ve already heard of? Jason Frye is a travel and outdoor writer who grew up in the mountains of West Virginia and now lives in No...

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How to Harness the Power of Your Intuition (Using the Icelandic Concept of Innsæi) with Hrund Gunnsteinsdottir

How to Harness the Power of Your Intuition (Using the Icelandic Concept of Innsæi) with Hrund Gunnsteinsdottir

What would life feel like if you could reliably tap into your intuition, even when your logic is pulling in another direction? Hrund Gunnsteinsdóttir is an Icelandic author, speaker, and creative lea...

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Peru’s Hidden Gems, Why NOT to Hike the Inca Trail + Amazing (Less Crowded) Alternatives with Heather Jasper

Peru’s Hidden Gems, Why NOT to Hike the Inca Trail + Amazing (Less Crowded) Alternatives with Heather Jasper

Is it possible to hike the Inca Trail ethically? Heather Jasper is a travel writer and photographer who has been based in Cusco, Peru, since 2019. She has written for BBC Travel, Fodor’s, Frommer’s, ...

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Surviving On a Desert Island + Transformative Travel with Tom Williams from Desert Island Survival

Surviving On a Desert Island + Transformative Travel with Tom Williams from Desert Island Survival

Do you have the skills to survive on a deserted island?  Tom Williams is the founder of Desert Island Survival, an adventure travel company that maroons people on desert islands, and the winner of th...

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Top 7 French Riviera Hidden Gems (A Local’s Guide) + A Lifestyle Redesign Built Around Travel with Cédric Pages

Top 7 French Riviera Hidden Gems (A Local’s Guide) + A Lifestyle Redesign Built Around Travel with Cédric Pages

What if the French Riviera you’ve seen in photos is only half the story? Cédric Pages is the founder of WhatToDoRiviera.com, a local tour entrepreneur driving discovery across the Côte d’Azur by part...

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Remote Roundup: Intentional Travel, Nomadding Berlin, Work Setups, Co-Living Trends, Overhyped Destinations (September 2025)

Remote Roundup: Intentional Travel, Nomadding Berlin, Work Setups, Co-Living Trends, Overhyped Destinations (September 2025)

What if every choice as a digital nomad, from where you live, to how you work, to the people you surround yourself with, was made with more intention? Remote Roundup is a new monthly series hosted by...

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Traveling with No Destination and No Goals: Lessons from a 3-Year, 38,000-Mile Solo Bike Ride Around the World with Jacob Lemanski

Traveling with No Destination and No Goals: Lessons from a 3-Year, 38,000-Mile Solo Bike Ride Around the World with Jacob Lemanski

What would happen if you left home with no destination, no goal or deadline, and simply just went until you couldn’t go any further? Jacob Lemanski is an engineer-turned-world traveler who bicycled 3...

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Safari Planning 101 + How to Build Your Life Around Travel with Scott Brills

Safari Planning 101 + How to Build Your Life Around Travel with Scott Brills

What does it take to plan an unforgettable African safari? How can one trip lead to building a life and business around travel?  Scott Brills is a long-time digital nomad, international entrepreneur,...

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