Into the Unknown

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

Trending Stories

Why Cape Town Is the Perfect Place to Break Your Routine

We tend to live comfortable lives in comfortable places. As we should. But comfort, left unchecked, calcifies things.

Step into Cape Town, where 20 minutes of hiking gives you more clarity than 20 months of “thinking about making a change.”

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.

LATEST STORIES

The Art of Asking Better Questions

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?

read more
Reclaiming Solitude in the Age of AI.

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?

read more
What Are Pintxos Bars?

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.

read more
I’ve Got About 30 Good Summers Left

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.

read more

WORK & TRAVEL INSPIRATION

Form, Storm, Then Transform

Form, Storm, Then Transform

Growth doesn’t happen in comfort zones—or, as I like to say, it doesn’t happen onshore. To grow, we must cast off from safe harbors, weather the storm, and return transformed.

read more
Unsettled’s 2024 Personal Assessment

Unsettled’s 2024 Personal Assessment

You just survived another year. No, scratch that — you LIVED it. But before 2025 rolls in, let’s reflect on what this year gave you, what you gave it, and what you’re ready to leave behind.

read more

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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