Stories

A Milestone Moment: 500 Subscribers and a World of Possibility 🎉

We're celebrating you, readers — all 500 of you dreamers, doers, and wanderers in 41 countries who are reimagining work-life balance and travel in…

Apr 30 •

The Messy Middle: The Plan Was One Thing. Reality Had Other Ideas.

Midlife is messy. If you're juggling shifting plans and competing priorities, you're not alone — and it doesn't mean you're off track or falling behind.

Apr 23 •

Becoming, Rebuilding, and Belonging: Stories from the In-Between

Feeling stuck between who you were and who you’re becoming? You’re not alone. For three nomads, a crypto crash, an identity crisis, and a global…

Apr 16 •

When The World’s on Fire, You Don’t Have to Go Quiet. Wanting More Is Still Allowed.

I know we're not "supposed" to publish on Friday afternoons, but I'm fired up. Now more than ever, it's time to carve out a life that works for you …

Apr 11 •

Sustainable Nomadism: Balancing Business and a Life in Motion

How to make remote work sustainable without losing your mind (or missing your deadlines). Plus: digital nomads in rural China, overemployment ethics…

Apr 8 •

From the Yucatán with Love (and a Side of Existential Dread)

Plus: A sun-soaked island has reopened its Nomad Visa program; a recent deportation case highlights tourist visa concerns for housesitters and other…

Mar 31 •

Why You Need a Flag Theory Mindset (Even If You’re Not a Crypto Bro)

See how Flag Theory can help you design a more flexible life. We also look at a tropical island nomad visa, upcoming group trips, and a unique co-living…

Mar 25 •

No, It's Not Safe to Travel to the United States. Yes, It's Really That Bad.

Tourists, remote workers, and even green card holders are being locked up over visa technicalities, sometimes for weeks. And once you’re in, the system…

Mar 20 •

Midlife Nomads: Rethinking Work-Life Balance, Retirement & What Comes Next

Midlife isn't a deadline; it’s a launchpad. Whether you’re dreaming of remote work, travelling more, or just designing a life on your own terms, you…

Mar 18 •

What No One Tells You About Starting Over

Starting over isn’t just exciting... it’s messy, emotional, and sometimes lonely as hell. Here’s what no one tells you about leaving behind a familiar…

Mar 14 •

Canada: A Proud Nation, Not a Footnote in America’s Story

Dear U.S.A., we love you—but we're not you.

Feb 6 •

Travel-Inspired Ways to Escape the Noise & Find Calm Amid the Chaos

When the world feels overwhelming, these travel-inspired ideas can help you reclaim a little joy, perspective, and calm—no passport required.

Jan 20 •

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