Travel and reinventing yourself
I’m startled by the number of people who, when they find out I’m a perpetual traveler, get excited by the assumption that I reinvent myself every time I arrive in a different place. Which is probably the positive spin on people assuming that I’m...
How a $5K Windfall Changed My Life
When you think about life-changing money, a million-dollar lottery win or huge inheritance come to mind. But it turns out that, at least for millennials, a smaller amount would really make a difference. According to data collected by SelfLender and OnePoll, most...
Volunteering as a nomad
When people think of volunteering while traveling, they usually think of digging wells in African villages or building houses with Habitat for Humanity. Those are the sort of volunteer opportunities that require a few weeks of time — a commitment a lot of us...
Peace Collective Reinvents MAGA Hat As Anti-Hate Toque in #unravelhate
Whether or not it was intended, the red MAGA baseball cap beloved of Donald Trump’s supporters has become a symbol of a certain right-wing ideology since it first appeared in 2016. Now Canadian clothing brand Peace Collective has found a way to subvert that and...
Ottawa’s best places to work remotely (that aren’t a coffee shop)
Can’t drink another latte? Here’s where to get some work done on your laptop in Ottawa that isn’t just a list of coffee shops.
Destination resolutions
People make a lot of fuss about New Years resolutions, but as a traveler, I enter each temporary home with a new resolution. The world is eager to remind me that I can’t escape myself by traveling, but they seem to have little understanding of just how much a...
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.
Forget a carry-on, I’ve gone personal item only
A few months ago I accepted the challenge to go personal item only for six weeks…and I basically haven’t looked back.
How I got my first house sits
Curious about house sitting but don’t know where to start? Here’s how it works.
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...
City Place, Toronto: What it’s really like to live there
Curious about what it’s really like to live in City Place? Here’s what Toronto’s waterfront neighborhood is like.
Moving To Canada Book Makes Extra $600 Per Month
I chat with Ryan Helms from Grit and Hustle about writing my first two books and how timing is the best marketing. Listen to the podcast on Hustle to Freedom.
A year of house sitting
People keep asking me what the heck I’m doing with my life. Here’s what I’ve been up to in a year of house sitting.
Leslieville, Toronto: What it’s really like to live there
Leslieville has all the charm of Cabbagetown’s adorable houses and tree lined streets, mixed with the diversity Toronto is famous for.
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...
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...
Let’s be honest: Do you really want to travel?
Do you really want to travel? Or does it just seem like something you should want to do?
Ditmas Park, Brooklyn: What it’s like to actually live there
What it’s really like to live in Ditmas Park, Brooklyn New York, USA A small town in a big city The first time I stepped off the subway and walked into Ditmas Park…I was so confused. Where was I? Where had the city gone? I had no idea that Brooklyn had...
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
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....
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...
When you need a vacation from traveling
I’m living my best life and filling my days with incredible things, why am I exhausted? Learn about decision fatigue and how to guard against it.
NYC’s best places to work remotely (that aren’t a coffee shop)
I’m always on the lookout for spaces that are friendly to remote workers that aren’t just another coffee shop. In New York especially, it seems like every time I’m back another coffee shop has disabled their wifi to discourage squatters. It can be...
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.
