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" Shopify has been a perpetually underestimated company at every point of its history. "

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" I'm always trying to think of ways to make something more efficient. If I have to do something once, that's fine. If I have to do it twice, I'm kind of annoyed. And if I have to do it three times, I'm going to try to automate it. "

" I care about working on interesting problems, and Shopify is this gift that keeps on giving for working on interesting problems with amazing people. "

" I always loved retail. I love the ideas behind it. I think small-business retail is one of the areas where capitalism works so wonderfully well. "

" Computers add convenience to our everyday lives, but we are limited in what we can do with technology others have imagined. The ability for humans to teach machines entirely new things - coding - is nothing short of a superpower. "

" People say Facebook connects the world. Facebook has 5,000 Ph.D.s that think about how to make you click on ads you don't want to see. Their business model is about something that most people would not perceive as making the world better. "

" To me, a great company starts with a great product and ends with a great product. "

" If you go into business school and suggest firing a customer, they'll kick you out of the building. But it's so true in my experience. It allows you to identify the customers you really want to work with. "

" We are at our best when we are at our proudest. Canadians need to harness that confidence in every arena, not just the ice rink. The Maple Leaf stands for quality, thoughtfulness, and innovation, so let's brand it proudly on the things that we've invented, created, and figured out. "

" I think I probably had to start a company, because I don't think I can work for other people. "

" It took about 10 years' time for Shopify to be an overnight success. "

Overnight Success

" Once you've made peace with the fact that you're hardly ever going to work on anything that you're actually good at, the only thing that you can do is get good very fast on everything you have to do. "

" A lot of the best technologists live and work in Canada, and every once in a while, they are aggregated by a Canadian company, and then suddenly, they're not anymore. But the people are still here - they're just working for American companies to the benefit of American bottom lines. "

" One of the most important tasks as a leader in a startup is to pick the right metric to track. This is often referred to as the 'compass metric' because it will be your compass for growth. It's important to note that 'compass metrics' will likely change over the lifetime of a business. "

" Why do Canadians sell themselves short? I've never been able to answer that question. "

" You have to put more of a well-rounded company together to make it in Canada, and I hope the Canadian market is going to be known for these well-performing, solid companies that people can rely on. "

" I got my first computer when I was 6, and I was part of that early generation of children who grew up with computers always being around. I fell in love with them early on. "

" No one benefits from us not taking credit for our successes. There is no virtue in allowing kudos to go unclaimed or elsewhere. "

" Our mantra has been, 'We will not buy a company unless we think the people that make up the company have a better job the day after the acquisition than before.' "

" You really want a company that's full of people from all these different backgrounds and then allow them to be creative as possible, come together, and come up with great ideas. "

" We're trying to build the largest start-up ever without becoming a big company. "

" When the market turns down, a lot of people lose jobs... and that's the time people become entrepreneurs. Downturns end up being the best times to start companies. "

" Change has to be fundamental to a company's culture, or there is no way it can survive. "

" Growing up, I spent my time doing useless stuff looking at computers. "

" It is incredibly powerful if you solve the problem you actually have yourself. It's really tough to develop a good product when you don't have very close proximity to the people who actually use your product. The closest proximity you can have to those people is to be that person. "

" I spent my time, growing up, essentially between two things: technology and retail. I was fascinated by selling and loved the idea of making a profit, but I also spent a lot of time on technology. "

" I have serious, serious problems with personas - with unauthentic individuals. "

" It's not a principle unless it costs you something. "

" At Shopify, we are trying to make things as simple as possible, but for the business owner, it's not unlike starting your own little shop along Main Street somewhere. "

" I got my first computer at the age of 6. To me, it was magic. By the time I was 12, I wanted to know the secrets behind the wizardry, and that started my journey toward computer programming. This was the early 1990s, when computers weren't built for the mass market. "

" I find the strongest predictor of people who do well at Shopify is whether they see opportunity as something to compete for, or do they see opportunity as essentially everywhere and unlimited? It's a rough proxy for pessimism and optimism. "