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

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, education, and other factors to determine how successful you’ll be...

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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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Marrying a Canadian

TL;DR: Marriage doesn’t automatically get you a Canadian passport.  Let's say you meet and fall in love with a Canadian. You have an adorable meet cute, decide to spend the rest of your lives together, and then you get married. Marriage doesn’t automatically get you a...

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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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Immigrate via the Family Class program

Canada generally wants to bring families together. If you have relatives living in Canada, they may be eligible to sponsor your immigration application. Eligibility to the Family Class program is limited, but if even if you don’t qualify, you would still get points...

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Sandwich Boardwalk

The sandwich boardwalk (AKA Plank Walk) is one of the most scenic spots on Cape Cod, affording some amazing views of Sandwich Harbor. Though only about a quarter mile in length, it seems to stretch out forever in front of you as you walk towards the ocean from the end...

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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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