Archive

Baltimore in a day

Baltimore is a pretty unique city. It’s the last real affordable city in America. It’s got a fantastic walkable downtown core, a bustling streetscape, solid transit connections, and great architecture. They call it charm city for a reason. Except for when they don’t....

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The layover: 8 hours in Toronto

The shiny new Union-Pearson Express will get you from Pearson Airport (YYZ) to Union Station in 30 minutes. Take this time to charge your phones and get in a quick catnap. You’ve already seen your first Toronto landmark: Union Station. Look across the street and...

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Rotterdam for design nerds

As soon as you step out of Rotterdam’s Blaak Station, you’re looking at Piet Blom’s famous Cube Houses. Turn around and you’ll see the Markthal. The Cube Houses form a pedestrian bridge over the highway, from Blaak Station to the Oude Haven. Across the harbor is...

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Florence

I had the unfortunate experience of visiting Florence at the height of tourist season, at the hottest time of year. The days were oppressive. At night the stones oozed with the heat of the sun. Tour groups clogged every passageway. While my intent was to see all the...

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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...

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Drinking our way through Brussels

This tiny city of less than 200,000 people likes to think of itself as the capital of Europe. A good chunk of that, about 50,000 people, are temporary workers. https://www.instagram.com/p/BP-gr2lBk7e/?taken-by=lifeontheroad15m It’s famous for its architecture and...

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A digital nomad’s guide to South London

South London rarely makes the itinerary of visitors. It’s very much worth your time to make a detour to these South London neighborhoods   Peckham When I told friends I was staying in Peckham, there were three responses: I’ve literally never heard of this supposed...

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A remote workers guide to downtown Vancouver

My first trip to Vancouver was a bit of a whirlwind. I was there for -- believe it or not -- in-person all day meetings. I still managed to walk my feet off and explore downtown. But only downtown. For that reason, we’re going to pretend Mount Pleasant and all the...

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Parks Canada sites near Toronto

When people think of Canadian parks, Banff immediately comes to mind. Luckily for those of us in Toronto, that’s hardly the only Parks Canada site worth visiting. There are lots of national sites that are accessible from Toronto without a flight or an epic road trip....

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Why you want the Mobile Passport app

US Customs and Border protection is getting hip with #mobilepasport, their Mobile Passport app. If you don't travel enough for a trusted traveler program to be worth it (it's always worth it, but to each his own) and you live in one of these cities, Mobile Passport...

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The real trick to packing light

I used to have a stuffed closet. I actually had two closets. Packed to the gills. I had so so many pairs of jeans. A zillion tshirts. Formal dresses. Thrift store finds for any occasion, no matter how unlikely. Costumes from every costume party I’d ever attended (and...

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How to win the US Green Card lottery

You’ve probably heard of the green card lottery, officially called the Diversity Visa Program(DV). Each year, the US invites 50k people from countries with low rates of immigration to the US to apply for permanent resident (PR) status. Each year’s green card lottery...

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Actually everything I’m packing for 52 days

Today we leave Toronto for 52 days in Europe and North America. We aim to travel as light as possible without suffering. Since we'll both be working, certain things aren't optional. I'm not bringing an external mouse, which I might regret. I grabbed a paperback for...

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A tax guide for Americans in Canada

By now you know that the US retains the right to tax your worldwide income so long as you retain your US citizenship, regardless of residency. You also know Canada taxes your worldwide income if you live in Canada. That may leave you wondering how any American can...

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A newcomer’s guide to filing taxes in Canada

If you’re a newcomer to Canada, you might be nervous about filing taxes in Canada for the first time. I’m going to walk you through what to expect when filing taxes in Canada as a newcomer. I’m not an accountant or lawyer, I’m an American living in Canada who files...

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My first year in Canada

Today’s my Torontoversary! A year ago today I became a permanent resident of Canada. When we left Brooklyn for Toronto, there were certain things I knew I’d miss. Since we’d spent a good amount of time in Toronto before making it official (in fact, we had apartments...

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7 AirBnB alternatives

We've all heard some AirBnB horror stories. Perhaps you've had one of your own. Staying in a home is so much more comfortable than a hotel, but no one wants to deal with a company that offers support only after you get on the nightly news (if then!). I've had AirBnB...

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How to increase your Express Entry score

Want to get an Express Entry ITA? Here's what you need to know. There’s one Express Entry question we get all the time: How can I increase my CRS points? The comprehensive ranking system (CRS) is designed to quantify your skills, work experience, language ability,...

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How to survive a Canadian winter

People’s first response when they heard that I was moving to Canada was always “But it’s so cold!” While Canada is not the Arctic wasteland most people imagine it to be, it does get cold in the winter. If you’re coming from a place that doesn’t have real winters,...

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The remote worker’s guide to Ottawa

I moved to Canada without having ever visited Ottawa. Clearly I needed to visit Ottawa as soon as possible. If you've heard Ottawa is boring, you're in for a pleasant surprise. Friends in Toronto suggested Ottawa didn't have a lot to offer, but there was more than...

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2016 year in review

Most of this year was taken up with immigrating to Canada and then writing a book about the process. With both of us working full time, it’s been a busy year! https://www.instagram.com/p/BLzH81_DZyt/?taken-by=sheepdontswim It doesn’t feel like we’ve traveled much this...

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The digital nomad guide to Buffalo

I didn’t have high expectations for Buffalo. Morbid curiosity, perhaps. And simply the desire to go somewhere and explore for a few days without having to get on a plane. Now that I’ve been there, I can tell you that Buffalo is way more than a stop on your way to...

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Planning your life in Canada, for Americans

With Canada’s immigration system weighted to favor the young, few newcomers look into how their Social Security benefits will transfer, how remote workers can save for retirement, or how their move will impact their disability coverage. I’m not a financial planner, an...

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A remote workers guide to Yorkville, Manhattan

In the 1870’s, German immigrants flocked to Yorkville, a neighborhood on the Upper East Side. While the majority of Yorkville was German, there were plenty of families from Poland, Russia, the Ukraine, and Hungary. While the buildings were technically tenements, they...

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Cumberland Gap National Park, USA

Cumberland Gap National Historical Park isn't particularly well known. Wedged between Kentucky, Tennessee, and Virginia, the main entrance and visitor center is in Middlesboro, Kentucky. The visitor center is the best place to start, so you can buy tickets for the...

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What not to miss in Konstanz, Germany

Konstanz was a small city that is lovely to visit, but a little too quiet for me as a university student. It's a beautiful place to spend a weekend or a very relaxing week. The old town is charming and the lake views are beautiful. The city is perched at the western...

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Rochester Public Market

Public markets are always fun to visit. They tell you so much about a city -- especially since it's nearly impossible to go and not end up chatting with a local. The Rochester Public Market has fed the city since 1827. You can get just about anything here and there...

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48 hours in Hamilton, Ontario

I love taking short trips, so I’ve been asking around about places to visit outside of Toronto. This is what I learned about Hamilton from random people I spoke to: Toronto is expensive and Hamilton is cheap (from people who live there) It was a major industrial city...

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Canada’s Federal Government

As capital, Ottawa is the seat of Canada’s government. Canada has a Westminster style federal parliamentary democracy with a constitutional monarchy. It has one of the most stable democracies in the world and one of the most democratic nations. The provinces of Canada...

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Abandoned Camp Evans, NJ

Growing up, everyone has that place they always wonder about. It lies unknown, forbidden, behind a stone wall or closed doors. Camp Evans was that place for me, a semi-abandoned military base behind a barbed wire fence and guards. There were signs warning of patrol...

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Immigrating as a Provincial Nominee

Because different regions of Canada have different economies and cultures, this program allows Canadian provinces and territories to select potential immigrants based on their needs. This is the purpose of the Provincial Nominee Program (PNP). How the Provincial...

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NOLA

New Orleans will forever stand out to me as the first place I ever saw a man dragged out of his car by a mob and beaten. No, there are no photos in here of...

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How to experience Toronto like a local

First, it's pronounced Turrono. Or something like that. Things you have to do while in Toronto Go shopping for vinyl, VHS tapes, and cassettes Toronto really is ten years behind. Eat poutine and be super judgemental Is it better than Montreal? Which local place is...

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A remote worker’s guide to Montreal

Everyone loves Montreal. It inspires a passion that Toronto just doesn't. It's a tiny, French-speaking city that's been mostly forgotten by the Canadian economy, but it's still the city visitors (and Canadians) gush about. It's a Catholic city known for vice, in...

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Becoming a Canadian citizen

So, you want a Canadian passport. Maybe you want to be able to sew on a Canadian flag patch. Maybe you want to travel longer than PR status allows. Maybe you want to avoid US Taxes. Maybe you want to run for office. Regardless of your motives, here's how to do it....

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Abandoned Fort Tilden

If you're at the Flatbush Junction Target, you're right at the start of the Q35 bus route. Take it to the end and you'll find yourself at the entrance to what was once Fort Tilden. This old military base is now part of Gateway National Recreation Area. It may...

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Hudson River State Hospital

We went to Poughkeepsie to go to the Walkway Over the Hudson. That picture is from below because we never made it. Or, rather, we kept walking. While on the train up, we realized we would be so close to Hudson River State Hospital, so we may as well take a look. Even...

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How to find a job in Canada

You don't need a job to move to Canada, but it helps. The idea of moving to another country without a job lined up is, well, terrifying. Canadian immigration programs require that you either have a job offer, money to support yourself, or a pledge of financial...

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Ocean Grove, Asbury Park & Bradley Beach

While the rest of the shore is known for partying, a la the MTV show, Ocean Grove is a community of tranquil Victorian homes. Asbury Park is (quite a bit) more hip. Bradley Beach is a quiet family town that still has plenty of stuff to do. The heart of Asbury Park is...

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A remote worker’s guide to Zagreb

Croatia is often overlooked by American tourists, but has long been a popular destination for Europeans. That’s mostly in part because much of Croatia has been part of Austria, Italy, and Hungary at various times throughout history. While part of the EU, Croatia isn’t...

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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 living in...

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Our afternoon in Gary, Indiana

Gary, Indiana isn't really known for being a nice place. I didn't want to go to Gary for ruin porn. I knew of it as a symbol of what happened to company towns when the company goes bust. I'm fascinated by the idea of an era when company executives build great civic...

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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...

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7 days in Anchorage, Alaska

We spent a week in Alaska one May. It was much colder than it was supposed to be. Anchorage was a ghost town on days there were no cruise ships docked. There was no electricity for a day. Then it went out again the next day. No one lives in Downtown Anchorage, so it...

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Toronto neighborhood guide

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 lots of distinct neighborhoods....

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Rainy day NYC

New York has its share of bad weather. Rain, snow, or heat, here’s how to keep yourself entertained. If you’re in denial about the weather The Butterfly Conservatory Sure, it’s disgusting outside, but if it’s between September and May, you can still find yourself in a...

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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 from another...

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International Experience Canada

See what it's like to live and work in Canada. Many countries encourage young people to live and work abroad before settling in back at home through a work exchange or working holidays. Canada is no exception. International Experience Canada is their program to...

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Jersey City

Not many New Yorkers venture on the PATH, but those who do are rewarded. We took the train over and explored that forgotten industrial zone between downtown Jersey City and Liberty Square...

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Eating on the road

A self-catering guide for CouchSurfers A key part of keeping costs down while traveling is finding ways to eat cheaply. While it’s fine to gorge yourself while on vacation for a few days, on an extended trip you’re going to find a way to eat healthy foods, even if...

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Best and worst airport bars

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Moving to Quebec

Quebec has different immigration requirements than the rest of the provinces. You could certainly use one of the general programs for immigration to Canada to move to Quebec. However, Quebec offers specific programs for...

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All the ways you can move to Canada, legally

Everything you need to know, from two people who've done it. So, you want to move to Canada If you're looking to immigrate to Canada, there are a number of pathways to permanent residency and citizenship. Here's a quick overview of how they all work, so you can make...

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A primer for would-be expats

Is moving to Canada the right choice for you? A lot of people like to daydream about moving somewhere new, living a better life. There are some other things to think about that many of us overlook. What does it take to immigrate? What rights do you have in another...

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Obsession

When Casey and I met, I proposed we walk to all of the wastewater treatment plants in the five boroughs. She agreed for the novelty of it, but quickly became just as obsessed with it as I was. There aren't that many, but they're in...

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How we moved to Canada

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