
McKenzie details sponsorship marketplace and generalized features from The Free Press pilot. Substack aims to retain larger media companies after The Ankler defected to Passport.
Substack lost one of its flagship publications, The Ankler, to a competing platform built by Automattic and Stratechery founder Ben Thompson. The cofounder of the newsletter company now says the platform is accelerating work on features designed for larger publishers, including a sponsorship marketplace and custom branding tools.
Hamish McKenzie, speaking Thursday at Substack's New York media conference, said the company learned “a hell of a lot” from a pilot with Bari Weiss-led The Free Press. That 2022 pilot gave the publication a metered paywall, analytics tools, and a customized brand presence. Substack is now generalizing those features so that other publishers with multiple editors, writers, video, and community features can use them. “We're making really fast progress on it,” McKenzie said.
The Ankler, which covers Hollywood, cited a need for display advertising and more control over its business model when it left for Passport. Substack does not offer display ads. McKenzie acknowledged that some publishers want a visually distinctive brand “to help them distinguish themselves in the marketplace and not be seen as just another Substack.”
The Ankler’s departure is the most visible sign that Substack’s original model – a flat commission on subscriptions with no ad inventory – can be a ceiling for professional media companies. The Hollywood-focused publication had grown beyond the solo-writer template that Substack was built around. It wanted display advertising, a feature that rivals like Beehiiv and Ghost offer with flat-fee pricing.
McKenzie framed the loss as a feature gap rather than a strategic mismatch. He said Substack is developing tools for higher-volume publishers. The company is not abandoning the solopreneur base, it is widening the funnel to capture media startups that want to scale without migrating platforms.
The Free Press pilot began in 2022 and gave the publication its own visual identity inside the Substack ecosystem. Substack built a metered paywall, custom analytics, and branding controls that are not available to standard newsletters. McKenzie said other publishers have expressed interest in the same kind of customized presence. The company is now packaging those features into a broader toolset.
Key insight: Substack’s pilot with The Free Press moved from a bespoke fix to a configurable product. That shift signals a deliberate expansion beyond the single-author model that defined its early growth.
Substack is building a sponsorship marketplace that connects authors with advertisers. McKenzie said the platform is “pretty close” to a full rollout. The pilot started with a small group, including Bill Bishop of the China newsletter “Sinocism.”
The revenue split for sponsorships will mirror the 10% cut Substack takes from subscription revenue. That is a thin margin for a marketplace business, it keeps the pricing simple for both authors and advertisers. The sponsorship marketplace could become a second revenue stream for Substack beyond subscriptions, reducing its dependence on the commission model.
Substack’s commission model is under assault from rivals offering flat fees. Beehiiv and Ghost charge a fixed monthly rate and let publishers keep 100% of subscription revenue. For a large publisher like The Ankler, the math favors flat fees once revenue crosses a threshold.
McKenzie argued that Substack’s network effects – shared discovery, cross-recommendations, and a unified reader experience – offset the higher fee. The defection of a top publication weakens that argument unless the new toolset can replicate the features publishers need.
Substack is privately held, the strategic shift has implications for investors in adjacent markets. If Substack successfully retains or attracts larger publishers, it pressures rivals like Automattic’s Passport and raises the barrier for new entrants. The 10% sponsorship cut is a low-margin addition, it diversifies revenue beyond subscriptions.
For a hypothetical public equity analogue, consider software platforms that layer marketplace revenue on top of subscription fees. The key metric to watch is publisher retention, especially among the top 50 newsletters. A second data point is the take rate on sponsorships: if the 10% cut holds at scale, the segment could add meaningful revenue without raising subscription fees.
Substack’s response to The Ankler’s departure is a direct attempt to broaden its addressable market. The sponsorship marketplace and generalized enterprise tools address the two biggest complaints from growing publishers: lack of ad revenue and limited brand control. The 10% revenue split is competitive, the real test is execution speed. If Substack can deliver the toolset before more publishers defect, the platform keeps its network effects intact. If not, the flat-fee competitors will continue to chip away at the top end of the market.
Prepared with AlphaScala editorial tooling from the source reporting linked above. Indexable analysis may include a cited Alpha Score value. Publishing checks screen each story before release. Educational coverage, not personalized advice.