Substack reels in star investors as media rivals feel the pinch

‘‘ Fortunes are shifting in the media sector. This month, Reach, publisher of the Mirror and Express, has set out changes to its sports reporting that are expected to result in 50 job losses, while the American magazine Fortune has announced a 10 per cent reduction in its global headcount, with the loss of several hundred jobs, including its entire editorial team in Europe.
Last month, TechCrunch, the respected US publication, said it was leaving the UK and Europe, and the month before, Business Insider cut more than a fifth of its editorial roles.
Yet money is flowing in to other parts of the media. Two weeks ago, the publishing platform Substack completed a $100 million series C funding round, taking its valuation to a reported $1.1 billion — up 70 per cent on the valuation achieved at its last full series B round in March 2021.
It was attention-grabbing not only for the valuation but also for those participating, which included Chernin Group, an investor in sports and media businesses founded by Peter Chernin, formerly president and chief operating officer of News Corporation, ultimate owner of The Times.
Other investors included Klutch Sports Group, a sports agency founded by Rich Paul, who is engaged to the singer Adele. Also investing was Jens Grede, who with his British wife Emma and the media personality Kim Kardashian founded Skims, the clothing brand.
So far, so glitzy, but on board too were BOND, the global technology investment firm that has previously backed the likes of Uber and Airbnb, and Andreessen Horowitz, one of Silicon Valley’s biggest venture capital firms.
The involvement of the latter, which led Substack’s series A funding round in July 2019, is probably the most significant because the platform is evolving into a rather different business to the one that Andreessen Horowitz first backed.
Then, Substack’s founders — Chris Best, Jairaj Sethi and Hamish McKenzie — talked about offering an alternative to advertising-funded online media platforms. They argued that because the latter depended on engagement, they had become overwhelmed with spam and toxicity.
As McKenzie told Business Insider in August 2019: “Ad models break everyone’s brains.”
Now, though, Substack seems to be preparing to embrace advertising — something first signalled by McKenzie in March last year when he told the online trade magazine Digiday: “For us, advertising is an interesting business. Maybe some way off in the distant future.”
That looks to be what is exciting some investors.
Mike Kerns, co-founder of Chernin Group, told The New York Times earlier this month: “Their creators have told them that they want Substack to support advertising. We think it is a massive opportunity to launch a native form of advertising within the Substack ecosystem at some point.”
Such a move may also be taken as evidence that Substack’s founders are becoming pragmatic to keep the platform’s content creators happy.
That task has been made harder by the political backdrop in the US, with several big tech players previously critical of President Trump, most notably Meta’s Mark Zuckerberg, subsequently cosying up to the president. Substack’s founders have been accused in some quarters of similar behaviour.
Beehiiv, a rival newsletter platform, told Digiday in April this year that 3,000 former Substack creators had joined it during the previous 12 months — many of them apparently unhappy at “politically extreme” voices on the platform.
It is a challenge for Substack’s founders, who until now have pushed back against pressure to become a social media platform, a stance they reiterated in a blog posted to accompany the fundraising: “The model is working — across writing, audio, video and communities — and this funding lets us go further.
“We aim to prove that a media app can be fun and rewarding without melting your brain. An escape from the doom scroll, and a place to take back your mind.”
That was an apparent jibe at Elon Musk, who, in April 2023, offered to buy Substack shortly after completing his acquisition of Twitter (now X) in the previous year.
Yet the possibility of an embrace of ads is not the only factor generating investor interest in Substack.
Another is how artificial intelligence is changing the nature of online search. AI platforms are increasingly sending more traffic to the websites of established publishers — although not, unfortunately, to the latter’s benefit. A US study published last week by the Pew Research Center, based on nearly 69,000 searches, found that where an AI Overview was provided, Google users clicked on links to other sites 8 percent of the time. They did so 15 percent of the time when no AI Overview was provided.
This means the old search engine optimisation approach to driving traffic — one taken by many websites for the past decade or more — is fast becoming irrelevant.
Carly Steven, director of SEO and editorial e-commerce at Mail Online, said in May that when a Google AI Overview appeared for a search query, the Mail’s average clickthrough rate was 56.1 percent lower on desktop computers and 48.2 percent lower on mobile.
The change may, though, provide an opportunity for those publishers — and platforms such as Substack — that have built deeper relationships with their audiences through newsletters or subscriptions. It is likely that Andreessen Horowitz had this in mind with its latest investment.
Meanwhile, for other parts of the media, bad news keeps coming. On Monday, the tech news brand Digital Frontier closed after a year in business.
Ian King is a former Business & City Editor of The Times.