Into the Unknown

Unsettled's Official Blog: Musings on the intersection of work, life and adventure in the 21st century.

Trending Stories

The Art of Asking Better Questions

Technology and AI are driving us toward aloneness—not the kind of solitude that helps us grow, but a distracted separation that erodes independent thought. The future isn’t fixed, though. We can reclaim our attention, reconnect with each other, and rediscover the questions only silence can answer: What truly matters to me? Where do I want to head next?

Reclaiming Solitude in the Age of AI.

Technology and AI are driving us toward aloneness—not the kind of solitude that helps us grow, but a distracted separation that erodes independent thought. The future isn’t fixed, though. We can reclaim our attention, reconnect with each other, and rediscover the questions only silence can answer: What truly matters to me? Where do I want to head next?

What Are Pintxos Bars?

What makes pintxos bars more than just food? In Basque Country, they’re a living symbol of independence, creativity, and connection—values that mirror the Unsettled way of exploring life.

I’ve Got About 30 Good Summers Left

At 40, I’ve got about 30 good summers left — if I’m lucky. Here’s what I’m doing to protect them: getting clear on my priorities, learning when to say yes (and no), and designing life with intention before it slips by.

Where Do Introverts Belong In Travel?

At Unsettled, we don’t box you in. Some days you crave deep conversation; other days, solitude calls. We design travel experiences where introverts and extroverts don’t just coexist—they sharpen each other.

Drinking Less, Experiencing More: A Mindful Approach to Alcohol While Traveling

Why we’re rethinking alcohol on our Unsettled trips. Discover how mindful drinking — or not drinking at all — can deepen your travel experience, connection, and presence.

The Unexpected Situationships At Unsettled

People who are thriving aren’t stuck in a situationship with themselves.

Reintroducing Unsettled Bali

Unsettled participants are a deeply curious bunch, willing to ask life’s big questions as much as they are ready to let loose and have fun.

LATEST STORIES

Behind the Scenes of Unsettled’s Global Passport…

By The Unsettled Team We have a whole bunch of awesome and passionate individuals turning the Unsettled Global Passport into a reality. Unsettled’s Global Passport is our brand new members-only platform designed to inspire and support your journey as you work...

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WORK & TRAVEL INSPIRATION

I Heart Quitting: Ira’s Story

I Heart Quitting: Ira’s Story

“The truth is, once I began quitting the need for approval by others, I began to notice my relationships strengthen with the people who love and appreciate my quirks unconditionally.”

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Do You Need A Set Notion of Home?

Do You Need A Set Notion of Home?

“For my 10 year work anniversary with Advent Group in 2018, my company sponsored the personally enriching and enhancing experience of a two-week retreat in Marrakesh with Unsettled. It was during this adventure that I realized that not only do I strive to embrace the unknown, but that my comfort zone – previously limited to the United States and France – is now extended the world over.”

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How I Decided to Own My Time

How I Decided to Own My Time

On Friday, September 27, 2019 I went to work, sat down in my office chair, opened my laptop, and thought long and hard. I asked myself, “Is this something you enjoy?”.

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Are You Thinking of Quitting Your Job? – Part 4

Are You Thinking of Quitting Your Job? – Part 4

Unsettled Co-founder Jonathan Kalan has worked as a foreign correspondent in conflict zones, an office manager who’s cleaned toilets, an employee at multiple startups to eventually founding a few companies. What does he know about transition? This…

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ALUMNI VOICES 

Nikki Webber Allen

TED Resident and Entrepreneur

Ryan Nichols

Sustainable Building & Design Entrepreneur

Stephanie Stevenson

Business Project Manager

Sasha Valle

Post-Tech-Startup Sabbatical

Zarko Lelovac

Corporate Lawyer

Carrie Thorimbert

Holistic Nutritionist & Self Care Coach

Wes Jordan

Software Tech Leader

Tekisha Harvey

Brand Strategist

Kyle Fiore

Strategic Advertising Planner

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Unsettled is a global community for those who live and work differently. 

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