The Outline built itself on being “weird.” But is it weird enough to survive?

There are some sites that everyone roots for. Scrappy, beloved. See: The Awl. The Toast. Or not so scrappy, but beloved still. See: Grantland. When they shut down, people mourn them. Then there’s The Outline. In April 2016, Joshua Topolsky wrote a Medium post entitled “Your media business will not be saved.” Topolsky, the cofounder of The Verge, had left his position as Bloomberg’s top digital editor several months before. “Your problem,” he told his fellow media people, “is that you make shit”:
A lot of shit. Cheap shit. And no one cares about you or your cheap shit. And an increasingly aware, connected, and mutable audience is onto your cheap shit. They don’t want your cheap shit. They want the good shit. And they will go to find it somewhere. Hell, they’ll even pay for it. The truth is that the best and most important things the
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