Advice on long trips and seasonal work

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 backpacker, podcaster, and podcast producer. She’s the host of While She’s Away, a podcast highlighting stories and advice from women travelers around the world. After choosing a one-way flight to India instead of enrolling in graduate school, Dianni spent six years traveling full-time across 30+ countries while building a freelance career and exploring what it means to find home.

In this episode, we explore how Dianni’s travel lifestyle has changed over time, from solo backpacking and volunteering abroad to building a freelance career and eventually settling into a home base in Brooklyn.

Dianni shares specific lessons from various phases of travel, including navigating her first solo trip, volunteering in an ashram, adjusting to slow travel, and balancing travel with long-term stability. She offers honest reflections on managing anxiety while traveling, the importance of community, and what it means to reimagine one's identity when traveling full-time comes to an end.

What’s one travel experience, big or small, that changed the way you see the world, and how did it shape who you are today? I'd love to hear your thoughts, and I hope you’ll share them by sending me an audio message. Tune In To Learn:

• How religious/spiritual curiosity shaped her decision to go to India
• What she learned from living and volunteering at an ashram
• What it felt like to “accidentally” become a full-time nomad and how teaching English in Spain opened doors to long-term travel and career growth
• Advice for navigating anxiety before and during travel, and how reframing your inner dialogue can make all the difference
• What solo travel taught her about confidence, community, and intuition
• The difference between feeling “at home” somewhere and choosing to build a life there
• Why returning to familiar places revealed a deeper need for belonging and community
• What drew her to Brooklyn, and how queer community became a central part of her rooted life
• And so much more

Resources:

• Sign up for our FREE newsletter
• While She’s Away Podcast
• Dianni on Instagram
• Bar Lunatico
• Boyfriend Co-Op

Want More?

• Solo Traveling Europe and “The Stans” in a Campervan with Maria Glaser
• Joys of Solo Travel with Manjinder Kang
• Seizing Your Opportunity to Travel, Saving Money as a Solo Traveler, Lessons from a Career Break, and How to Figure Out What You Want (In 60 Seconds) with Leslie McKellar

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