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CAREER & TRAVEL

How to Quit Your Job And Travel

The five questions to ask yourself

8 min readMar 24, 2025

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Me exploring the Canadian Rockies | Photo by/of Claire at Backpacking Bella

Have you ever stared at your computer screen, wondering if there’s more to life? I certainly have. For nearly three years, I wrestled with the question: Should I take a career break to travel?

Then came my wake-up call: an unexpected hospital visit forced me to confront my priorities and realize I couldn’t keep postponing the adventure I wanted. Yet, money worries, career fears, and the thought of leaving everything and everyone behind still held me back.

Sound familiar? If you’re contemplating a big move like this, you’re not alone.

In this article, I’ll share what I learned while preparing for long-term travel. Here are five key questions you need to consider:

  • Why take a career break to travel?
  • Is now the right time for me to travel?
  • What are my job options while travelling?
  • How do I leave my job if I need to?
  • How can I manage my money while travelling?

So let’s kick off by channelling Simon Sinek and start with why travel could be the key to unlocking a more fulfilling life.

Claire at Backpacking Bella
Claire at Backpacking Bella

Written by Claire at Backpacking Bella

Revealing stories from my round-the-world travel memoir, plus inspiration and practical tips to help you book your next adventure and transform your life.

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