Shopify
Tobi Lütke
Started a snowboard shop, ended up building the platform underneath everyone else's.
He writes more honestly about the craft of building software than almost any other chief executive.
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Solve your own problem first.
Shopify exists because he wanted to sell snowboards online and the tools were bad. The best briefs come from being the customer.
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The tool you build may beat the business you built it for.
The shop was the reason. The platform was the outcome. Stay alert to which part is working.
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Stay technical.
He kept writing code long after it was expected of him. Retaining first-hand judgment about the work is worth the time it costs.
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Bet on the platform, not the product.
Enabling other people's businesses scales differently from running your own. Being infrastructure is a different game.
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Contribute to what you depend on.
He was an early Ruby on Rails contributor. Investing in your foundations is cheap and pays back for years.
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Optimise for learning rate.
He talks about compounding personal growth as the real metric. It is the same argument as any other compounding, applied to yourself.
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Be explicit about the culture.
Shopify's internal writing on how it operates is unusually direct, including the unpopular parts. Ambiguity is not kindness.
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Small tools, honestly named.
He is sceptical of grand strategy language and comfortable saying a thing is just a useful tool. It ages better than a manifesto.
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Distance from Silicon Valley can help.
Building from Ottawa gave a different set of assumptions, and different assumptions are where advantages come from.
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Trust the merchants.
Shopify's decisions consistently favour the small seller over the platform's short-term take. That is a strategy, not sentiment.
Go to the source