Stop overpaying for flights

Stop overpaying for flights

The key to traveling for less is being flexible about your dates or destination. The more flexible you are, the better you’re able to take advantage of deals! This may seem like you’re compromising, but that shouldn’t be the case. There are lots of...
Gifts a traveler actually wants

Gifts a traveler actually wants

Gifts travelers actually want I know my friends and family mean well, but I usually don’t know what to do with the gifts they get me. I live out of a backpack, so that space is pretty sacred — only the absolutely essential items make it in there.  ...
How to make friends in a new city

How to make friends in a new city

Moving to a new city can be pretty intimidating. Most people made friends in school, when you practically had to go out of your way to not make some BFFs. Unfortunately, it’s rare for people to actually know how to make friends. It just happens, right? Even if you...
Birmingham, Alabama: A digital nomad guide

Birmingham, Alabama: A digital nomad guide

None of my friends could quite understand why I decided to go to Birmingham, Alabama. The only thing we remembered about Birmingham from school was the civil rights movement — which hardly makes it sound like a great place for a digital nomad to land. Birmingham...
How to travel for months (or years) without going broke

How to travel for months (or years) without going broke

Here it is: the obligatory how I afford to travel post. People think traveling is expensive, but it doesn’t have to be. Most of the time I spend the same amount of money each month when I’m on the road as I do at home — or less. The obvious way to save money...
Retirement planning for digital nomads

Retirement planning for digital nomads

There are lots of articles out there telling you how to cut costs and save money. That’s great, but where do you invest that money for retirement when you’re a digital nomad? The remote worker with a pension plan — or even a 401k — is few and far between....
Buying a condo in Canada

Buying a condo in Canada

You hear it all the time: Toronto is way too expensive to buy anything! In fact, houses downtown are over a million dollars! What’s wrong with this statement? The idea that you need to live in a house right downtown. No one talks about buying houses in Manhattan or...
I went personal item only for 6 weeks

I went personal item only for 6 weeks

and survived to tell the tale When I booked a United Basic Economy ticket there was a little popup message warning me that my ticket tier was personal-item only. Even though a carry-on was a tiny bit more money (was it $5? it was something insignificant) something...
Renting an apartment in Toronto

Renting an apartment in Toronto

You’re finally moving up! Here’s how to find your new home in Toronto, from where to look for listings to what to expect in your lease. If you’re coming from a small town, renting in Toronto is probably going to seem really unpleasant. If you’re coming...
How to find a sublet in New York City

How to find a sublet in New York City

In an era before AirBnB I was a habitual subletter. I managed to live in New York for seven years without ever signing a lease, hopping from one sublet to another and crashing with friends (or my parents) in-between. Finding a sublet in New York is more difficult than...
Setting up your apartment in Canada

Setting up your apartment in Canada

Once you’ve signed a lease or bought a condo, it’s time to turn your empty place into a home. Before you move in, you’ll need light, heat, water, internet, and furniture.   How to move to Canada Utilities Insurance Furnishings Utilities Unless you’re okay with...
9 reasons to love home swapping

9 reasons to love home swapping

I spent five months traveling in 2017 and am set for at least another five months on the road in 2018. How do I manage without a trust fund? A mix of pet sitting, home exchanges, and couchsurfing. It’s more than just making travel affordable, though. Traveling...
Toronto neighborhood guide

Toronto neighborhood guide

Neighborhoods of Toronto The neighborhood you live in has a huge impact on how you experience the city. Before you rent your first apartment or buy a condo, you want to make sure you’re choosing a place that fits with your lifestyle. Toronto is a big city with...
Managing birth control while traveling

Managing birth control while traveling

When people talk about getting ready for a trip, they rarely talk about birth control. If you plan on having the kinds of sex that can result in pregnancy and want to use some sort of contraceptive besides condoms, it can take some planning ahead of time. IUD The...
Immigrate to Canada and make $500/month

Immigrate to Canada and make $500/month

An American couple takes their biggest struggle of recent years and writes an eBook to help other expatriates forge a new life abroad. There’s the old cliche among authors that comes from Carol Shields. It says, “Write the book you want to read; the one you cannot...
9 Essentials for Digital Nomads

9 Essentials for Digital Nomads

About to hit the road and not sure what you’ll need? Here’s how to make sure you’re ready to do your best work, no matter where you are. Backup power I’ve used an assortment of external battery packs, from fancy ones to conference freebies. Casey...
How to be a digital nomad and still be an adult

How to be a digital nomad and still be an adult

The internet is full of people promising to show you how to throw off the shackles of adult life and become a digital nomad. Soon you’ll become a nubile 22-year-old who owns nothing but a backpack and works 4 hours a week while lying on the beach and getting...
Cologne: A digital nomad’s guide

Cologne: A digital nomad’s guide

Cologne is hardly the most popular city for visitors to Germany, but I can’t seem to stay away from it. It may only be Germany’s 4th largest city, but it’s my personal favorite. What to do and see I’ve obsessively researched Cologne’s history, from it’s Roman...
Before you go

Before you go

When people think about planning an extended trip, they imagine they’ll need to book flights and accommodation. There’s a little more to it than that. There is always something that will go wrong, every time. Here are some simple things you can do before you go to...