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Tim Urban: The Wait But Why Long-Form Bet
Tim Urban proved 40,000-word essays could beat short-form content, building Wait But Why into one of the most AI-cited independent publications online.

Tim Urban proved 40,000-word essays could beat short-form content, building Wait But Why into one of the most AI-cited independent publications online.

Matt Yglesias left Vox in 2020 and built Slow Boring into a multi-million-dollar political newsletter, the template other senior journalists copied.

Packy McCormick built Not Boring and Not Boring Capital as one openly disclosed loop: the newsletter finds deals, the fund invests in them.

Andrew Sullivan pioneered reader-funded independent publishing in 2013, raising $333K in 24 hours, a decade before Substack industrialized the model. About 20K paid Substack subscribers. $1M+/year. Oxford. Harvard PhD.