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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What if the best time to start your business or creative pursuit was before you felt fully ready? And what if you didn’t need to follow all of the current “best practices” to market yourself?  Nat El...

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The Elements of AlUla: Arabia’s Lost City and the Heritage of Earth

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Today, I’ve got a special episode from The Elements of AlUla, a travel docuseries produced by Armchair Productions. The company was founded by Aaron Millar, who you may know as the host of The Armchai...

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15 Years of Sacrifice, Secrets, & Sleeping with Cobras: Refusing an “Ordinary” Life to Build a Lost Paradise with Martin Vrana

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What happens when someone gives up security to build a tropical dream on a tiny island, with no job, no plan, and only one light bulb for power? Martin Vrana is the founder of Lost Paradise, a boutiq...

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Remote Roundup: Future Hotspots, Productivity Experiments, Digital Nomadding 2.0 (August 2025)

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100 Documentaries Project: Traveling the Globe to Find Extraordinary Humans + Changing the World One Story at a Time with Robin Danehav

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