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Strategy Should Hurt

“A strategy should hurt.” The trade-offs—where you invest time and resources and where you don’t—should be painful and disappointing, either internally or to your customers. There’s no such thing as a strong strategy that prioritizes everything at once. —Scaling People: Tactics for Management and Company Building

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Focus Over Compromise

[Good strategies] emphasize focus over compromise. They focus on one aspect of the situation, not trying to be all things to all people. —Good Strategy/Bad Strategy by Richard Rumelt A good strategy is single-minded. The whole point of a strategy is to focus your time and money so that

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Products for Normies, Products for Sickos

Some products are made to have a perfect balance of features. They are "good enough" for "most people." A milquetoast Wirecutter pick. Those are products for "normies." But some products are made for the extremes, the edges. Those are products for sickos. (As a

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Opinionated Is Good

In a user interview years ago, a customer said he found his Tortuga backpack to be too "opinionated." I got a little obsessed with that idea. A product should be opinionated. A designer—and by extension, his products—should have a point of view. Opinions are good. You

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Simple is Sticky

The product that's the easiest to understand wins.

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Making the Bug the Feature

Learn how Third Culture Bakery turned a bug of gluten-free pastries into a feature.

Making the Bug the Feature
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Navigating Ambiguity

To get promoted, have to be able to make better decisions despite more uncertainty.

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The Best Jobs Page I've Ever Seen

The Stripe jobs page [https://stripe.com/jobs] is the best jobs page. Writing the page required a clarity of purpose that's driven the fintech startup's success in raising $1.6B [https://www.crunchbase.com/organization/stripe/company_financials], attracting talent [https://twitter.com/patio11], and

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Working From Home During a Pandemic

This post was originally an email sent to the Tortuga newsletter [https://manage.kmail-lists.com/subscriptions/subscribe?a=h4CLJm&g=fPVq6J] and has been edited to fit this format. -------------------------------------------------------------------------------- Today’s newsletter is for everyone working from home during the pandemic. If you’re providing an essential service

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Remote Jobs Are Better Than Gig Economy Jobs

Remote jobs hold more potential for spreading economic opportunity and reducing inequality than the non-HQ jobs created by the tech sector. The latter includes gig economy jobs (Uber drivers), contract jobs (Facebook and Google moderators), and the other high-headcount, low wage jobs (Amazon warehouse workers). A Vox profile of Silicon