Live abroad

Don’t let the details of visas, taxes, and making a living hold you back from experiencing living around the world.

Not ready to settle down? Here’s how to live as a digital nomad. You’re not going to be working from a hammock while making millions, but you’ll be experiencing real life in places around the world.

In love with a place? Learn how you can get residency and set up a home in another country.

Working under the table is not a long-term solution. Learn how to do things the legal way.

Ready to build your life in a new country? Learn how you can become a permanent resident and, eventually, a citizen. Make sure your retirement savings and investments will still serve you well.

Everything you need to know about house sitting

Everything you need to know about house sitting

Most people leave their homes empty while they travel, while also renting a place to stay at their destination. Paying for housing twice is part of what makes traveling so expensive (and why home swaps are so popular).  Traveling gets even more expensive if you have...

That thing I packed and never used

That thing I packed and never used

Somehow, no matter how much I travel and how light I pack, I always end up with something I never ended up using. Often, the item that's indispensable on one trip ends up being totally unnecessary on another. Other times it's a product of hope -- the adventure that...

Staying home when going home isn’t an option

Staying home when going home isn’t an option

The news is listing off a daily COVID-19 death toll. The world has shut down to prevent the spread of SARS-CoV-2. Everyone is frantically learning to adapt to working from home, homeschooling kids, living without cleaners, personal care assistants, and someone else to...

Who I am in the beds of strangers

Who I am in the beds of strangers

I have stayed in a lot of different homes. I spent three years subletting apartments in Prospect and Crown Heights, Brooklyn in an era before AirBnB. I have stayed in well over 100 homes through CouchSurfing and the personal networks that have sprouted up through the...

Washington DC: A digital nomad’s guide

Washington DC: A digital nomad’s guide

Sure, any tourist knows what to see for a weekend in DC. But what about those of us who aren't just any tourist? As a nomad we have time to explore, but we're there for a lot longer than the typical tourist. While I'm free to spend an afternoon in a museum or enjoying...

How to retire in Canada

How to retire in Canada

By Rachel Hartman IF YOU’RE INTERESTED IN heading north for retirement, it’s important to think through the implications the decision can bring. “Many Americans assume that moving to Canada is easy and that there’s a special pathway for Americans, since our two...

How to stay connected on the road – without going broke

How to stay connected on the road – without going broke

Your life may be location independent, but your cell phone plan isn’t. If you’re getting directions on Google Maps, posting to Instagram, or using your phone as a mobile hotspot, you don’t want to wind up with an astronomical bill. Sure, you can turn off your data and...

How I became a remote managing director

How I became a remote managing director

I spoke with Kathryn Hunter, host of Compass Pod. Her podcast is all about women who have built location independent careers. We chatted about using your multidisciplinary background, scaling back when ambition is exhausting, and the power in simple ideas. You can...

Books that explain Canada

Books that explain Canada

Canada doesn’t seem so different from the US at first glance, but the differences soon become glaring. These are the books you need to read to understand Canadian culture and how it’s different from the US.

The ultimate guide to getting into museums for free

The ultimate guide to getting into museums for free

Forget free museum nights, go for free on your own schedule If you're a nerd like me, museum admission fees can add up quickly. Sure, many museums have free nights. I'm sure they're a lot of fun in some cities, but in places like New York or Toronto they can be so...

How much does it cost to house sit?

How much does it cost to house sit?

So, you're curious about house sitting. The idea of staying in other people's homes for free is pretty enticing...but what's the catch? Even though no money changes hands, house sitting isn't entirely free. Here are the actual costs that come up when you're house...

How to house hack without a multi-family property

How to house hack without a multi-family property

Plenty of mediocre financial advisors will tell you to cut out the 'latte factor' to cut back on your spending. Any good financial advisor will tell you to stop worrying about your lattes and instead go after your biggest expense -- housing. Sure, you could downsize...

Essential reading

Serious about moving abroad? Start here.

How do I fund my travels?

I didn’t quit my job to travel, I work on the road.

I’m available to provide guidance to mission driven organizations on all aspects of communications.

My obsessions

Destinations

I skip the guidebooks in favor of urbex, talking to locals, and dumpster diving.

Living abroad

You don’t need luck, a sham marriage, or a career your parents brag about in order to live abroad.

Moving to Canada

Everything you need to know to move to Canada, from someone who's actually done it.

Adulting

Learn how to travel the world while making sure you stay out of jail and save for retirement.

History

I dig into the stories behind the cities I love.

Do you love where you live?

Do you love where you live?

You want to know what it’s really like to live in a city, but hardly anyone has lived in enough places to compare. I’ll be providing information you can’t get anywhere else — what it’s really like to live in Toronto, Brooklyn, Manhattan, Boston, Chicago, Kingston, Raleigh, and other places I’ve gotten to (temporarily) call home.

Traveling after a breakup and other stereotypes

Traveling after a breakup and other stereotypes

I've learned a lot this year about stereotypes. The moment I mention that my wife and I are separated, the conversation is effectively over. As soon as I mention an ex, every word out of my mouth is viewed from the lens of some chick flick version of a breakup. I'm in...

The ultimate one-step guide to saving money on flights

The ultimate one-step guide to saving money on flights

The internet is awash in advice on finding cheapest flights. Is it about when you book? Clearing your cache? Using a VPN? Don't forget about all the sites you should check for the best deal. And tracking prices. And the flights that transfer in your destination that...

The ultimate one-step guide to saving money on hotels

The ultimate one-step guide to saving money on hotels

This tip is simple and it can save you hundreds — or even thousands — of dollars.

Hotels can quickly eat away at your travel budget. A decent hotel in a city can easily be $300 a night. Even AirBnB prices climb pretty high, especially once you add in all the fees. Sure, you can save money by picking a cheap motel (at your own risk) or staying at a hotel outside of town (and dealing with traffic and parking).

There’s a way to save money on hotels without worrying about hacking your credit card points or joining every loyalty program possible or buying through sketchy third party sites.