“There Has to Be a Line”: Substack’s Founders Dive Headfirst Into the Culture Wars

In its variety, the Substack corpus resembles the blogosphere. It is produced by a mix of career journalists, bloggers, specialists, novelists, hobbyists, dabblers, and white-collar professionals looking to plump up their personal brands. The company has tried to recruit high-profile writers, offering (to a select few) health-care stipends, design ... See more

Substack isn’t the only player that has sought to figure out small-scale publishing in the platform dominance era. Medium, for instance, has been home to a rotating roster of small publications, but has pivoted often and failed to emerge as the media force many once hoped it would be. Best said Substack’s main focus is the connection between an ind... See more

By piloting programs, like the legal-defense fund, that “re-create some of the value provided by newsrooms,” as McKenzie put it, Substack has made itself difficult to categorize: it’s a software company with the trappings of a digital-media concern.

Chris Best, Hamish McKenzie, and Jairaj Sethi started Substack in 2017, but their history dates back years before. Chris co-founded the anonymous posting app Kik during his third year at the University of Waterloo (2010). He spent the better part of eight years at the company where he met his soon-to-be co-founders. When Chris left Kik in early 201

... See more