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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Remote Roundup: Solo Travel Hot Takes, Nomad Budgeting, Rookie Mistakes, Cape Town & Mexico City (March 2026)

Remote Roundup: Solo Travel Hot Takes, Nomad Budgeting, Rookie Mistakes, Cape Town & Mexico City (March 2026)

Join Caitlin and Janessa in this Remote Roundup as they catch you up on where they’ve been lately, the travel mistakes they’re learning the hard way, and the systems that keep long-term travel from tu...

5 Maalis 1h 12min

Planning a Mini-Retirement, Why 2+ Years of Travel Lead to an (Amicable) Divorce, Hidden Gem Destinations for Adventure Seekers with Helen Lin

Planning a Mini-Retirement, Why 2+ Years of Travel Lead to an (Amicable) Divorce, Hidden Gem Destinations for Adventure Seekers with Helen Lin

How would your life change if you decided to take a mini-retirement to travel the world, instead of waiting?  After saving for two years, Helen Lin and her former husband, Tim, put their life into st...

3 Maalis 1h 17min

Travel Is Your Birthright: Breaking Free from “Too Broke to Travel”, Travel Hacking (Without Credit Cards), and Solo Travel in 90+ Countries with Shakeemah Smith

Travel Is Your Birthright: Breaking Free from “Too Broke to Travel”, Travel Hacking (Without Credit Cards), and Solo Travel in 90+ Countries with Shakeemah Smith

Shakeemah Smith, aka The Passport Abuser, is a solo traveler who has visited 92 countries and helped more than 12,000 people ace their first solo trip. A former social worker from East Orange, New Jer...

24 Helmi 1h 21min

Beyond the Mona Lisa: Exploring the Louvre Museum + How to Visit Without the Overwhelm with Elaine Sciolino

Beyond the Mona Lisa: Exploring the Louvre Museum + How to Visit Without the Overwhelm with Elaine Sciolino

How do you experience the Louvre Museum in a way that actually feels enjoyable, not stressful? And what makes this museum so much more than the Mona Lisa?  Elaine Sciolino is a veteran journalist and...

17 Helmi 59min

Top 7 Hidden Gems of Ljubljana, Slovenia + Moving Abroad After a One-Week Trip with Sharon Kaufman

Top 7 Hidden Gems of Ljubljana, Slovenia + Moving Abroad After a One-Week Trip with Sharon Kaufman

What are the best hidden gems and local experiences in Ljubljana, Slovenia, that some travelers completely miss?  Sharon Kaufman is a licensed local guide in Ljubljana, Slovenia, and founder of MyLju...

10 Helmi 1h 5min

Unlikely Explorer: Overcoming Doubts and Divorce, Documenting the Human-Elephant Conflict In India, and Holding Two Truths with Kim Frank

Unlikely Explorer: Overcoming Doubts and Divorce, Documenting the Human-Elephant Conflict In India, and Holding Two Truths with Kim Frank

Kim Frank is an award‑winning writer, multimedia storyteller, and explorer whose work has appeared in The Explorers Journal, Sidetracked, and Earth Island Journal. She is a Fellow of The Explorers Clu...

3 Helmi 1h 13min

Curiosity As Your Travel Guide + Exploring Overlooked Destinations with John McKenzie

Curiosity As Your Travel Guide + Exploring Overlooked Destinations with John McKenzie

What happens when you let curiosity guide your travel experiences?  John McKenzie is a long-time traveler and curious explorer who shares stories and insights from off-the-beaten-track destinations a...

27 Tammi 1h 5min

Queer Travel in the United States: Unexpected Small Towns and the Importance of Inclusive Spaces with Chase Vondran

Queer Travel in the United States: Unexpected Small Towns and the Importance of Inclusive Spaces with Chase Vondran

What does queer travel in the US look like beyond the big cities? And what can all travelers learn from the LGBTQ+ travel experience?  Chase Vondran is a full-time travel creator and writer based in ...

20 Tammi 59min

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