

Media Monday: Substack’s Wild Valuation & Bari Weiss’s Big Decision
5 snips Jul 21, 2025
The podcast dives into Substack's staggering billion-dollar valuation, transitioning from a simple newsletter platform to a multimedia powerhouse. It explores the implications of a potential acquisition bid by David Ellison involving Bari Weiss and CBS News. The intriguing shift of Substack embracing advertising as growth strategy shakes up its identity. The discussion also touches on challenges of integrating new media with traditional outlets, raising important questions about the direction of modern journalism and the future of subscription-based media.
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Substack's Multimedia Pivot
- Substack is evolving from a newsletter platform to a multimedia, video-focused social app resembling TikTok intellectually. - This expansion targets creator-driven engagement and ad networks despite challenges of scale and brand identity.
Substack's Costly Valuation Bet
- Substack's $1 billion valuation is staggering but signals expensive capital investors expect the company to surpass. - Success hinges on multiplying revenue drastically or selling to a bigger media entity due to high investor payout priority.
Risk of Bari Weiss Joining CBS
- David Ellison courting Bari Weiss and The Free Press to integrate with CBS News may be culturally disruptive and risky for CBS. - The Free Press thrives as an independent, rebellious brand which risks dilution and conflict if absorbed by traditional media.