Two Paths to Location Independence and Travel (No Skills Required) With Caitlin Sunderland and Janessa Klatt

Two Paths to Location Independence and Travel (No Skills Required) With Caitlin Sunderland and Janessa Klatt

Want to kickstart your digital nomad adventure or work and travel on your own terms? Janessa Klatt and Caitlin Sunderland are podcast managers and two of the core team members here at the Zero To Travel podcast. They’re with me today to share about the unique and nonlinear paths they took to achieve location independence and offer insights on how you can do the same. Caitlin and Janessa share advice for pivoting into freelance work, whether you have the skillset or are starting from scratch. We talk about the mindset shifts necessary to be successful as a digital nomad and remote business owner and why having a community is essential. You’ll gain plenty of advice on freelancing best practices, setting boundaries with clients, confidently selling your services, and tons more. What side hustle or business do you want to start? What piece of advice from this episode will you apply? 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: The very different ways Caitlin and Janessa approached building a life of work and travel How to embrace the challenges and uncertainties while pivoting into freelance work Best practices for starting your freelancing career The employee mindset trap and why you need to set boundaries with clients Why finding support within a community is important for your success How to build your confidence and sell your services How to manage client expectations and advice for business owners wanting to work with freelancers Insight into living sustainably as a digital nomad freelancer Destination recommendations and where they’re going next And so much more Resources: Join Zero To Travel Premium Passport Sign up for our FREE newsletter Learn more about Janessa Follow Janessa on Instagram Connect with Caitlin Follow Caitlin on Instagram Want More? Location Independent Tips From A Full-Time Freelancer + Making Less and Traveling More Building, Growing, and Enjoying a Successful 7-Figure Lifestyle Business with Dan Andrews from Tropical MBA Random Travel Jobs, Digital Nomading and Slow Travel with Hannah Dixon Thanks To Our Sponsors Nissan - Go find your path and enjoy the ride along the way with the 2024 Nissan Pathfinder Rock Creek Edition. Learn more at nissanusa.com. Airbnb - Your home might be worth more than you think. Find out how much at airbnb.com/host. Babbel - Learn a new language with Babbel! Visit babbel.com/zerototravel to get up to 60% off your subscription. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Top 7 Uganda Hidden Gems with Lynett Nakamanya

Top 7 Uganda Hidden Gems with Lynett Nakamanya

What if one of Africa's most diverse and rewarding destinations has been hiding in plain sight — and most travelers only ever see a fraction of what it has to offer?  Lynett Nakamanya is a tourism pr...

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Reconnecting to Nature with Adventure, Purpose, Fun, and Travelers’ Curiosity with Alastair Humphreys

Reconnecting to Nature with Adventure, Purpose, Fun, and Travelers’ Curiosity with Alastair Humphreys

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Adventure Filmmaking for YouTube, the Art of Storytelling, and Life on the Road with Molly McDonald

Molly McDonald is a London-based YouTube producer and founder of Blue Door Productions, a YouTube-first content agency that brings broadcast-level production to digital storytelling. She studied journ...

30 Juni 1h 11min

Y We Travel Podcast: To Meet The Neighbours (Bonus Episode!)

Y We Travel Podcast: To Meet The Neighbours (Bonus Episode!)

This week, I'm sharing a bonus episode from a brand new podcast called Y We Travel, co-hosted by my friend Eric Weiner, who has joined me on the show a few times over the years. Eric is a New York Tim...

25 Juni 40min

7 Travel Tech Trends Worth Knowing in 2026 + 3 Emerging Hot Spots to Spend Quality Time with Matt Gray

7 Travel Tech Trends Worth Knowing in 2026 + 3 Emerging Hot Spots to Spend Quality Time with Matt Gray

Matt Gray is the founder and CEO of Pangea, a free social travel app built to help people coordinate travel plans, share recommendations, and connect with their network around the world. After a decad...

23 Juni 1h 18min

How to Live an Unconventional Life of Adventure and Purpose by Becoming “Dirtbag Rich” with Blake Boles

How to Live an Unconventional Life of Adventure and Purpose by Becoming “Dirtbag Rich” with Blake Boles

What would it mean to stop measuring your life by the conventional yardstick and start building one that actually fits?  Blake Boles is a writer, experiential educator, and the founder of Unschool Ad...

16 Juni 1h 27min

Uruguay: Top 7 Hidden Gems (That Most People Miss) + Testing the Remote Work Lifestyle with Lucia Krygier

Uruguay: Top 7 Hidden Gems (That Most People Miss) + Testing the Remote Work Lifestyle with Lucia Krygier

Ever considered traveling to or working from Uruguay?  Lucia Krygier is a Uruguayan entrepreneur and innovation consultant based in Montevideo. In early 2025, she spent two months working remotely fr...

9 Juni 1h 6min

How to Transition to a “Normal Life” After Travel with Tom Turcich (10th Person to Walk Around the World)

How to Transition to a “Normal Life” After Travel with Tom Turcich (10th Person to Walk Around the World)

What do you do when the adventure ends?  Tom Turcich is a motivational speaker, author, and the tenth person in history to walk around the world. Over seven years, he and his dog, Savannah, covered 2...

2 Juni 1h 16min

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