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Growth In Reverse: Newsletter & Email Growth

This Newsletter Sold For $150m (And Why It Matters)

Growth In Reverse: Newsletter & Email Growth · 2025-10-15 · 27 min

Episode notes

The Growth Vault is LIVE: Chenell's brand-new offer for newsletter creators is here - filled with newsletter templates, growth strategies, and real examples you can implement at your own pace. - “If you’re not exceptional at one of the Big 3 - it’s impossible to build a content business.” - Dylan quoting Matt McGarry We're sharing the biggest stories, trends, and lessons from the newsletter space over the past few weeks. From Bari Weiss’s $150M Substack newsletter sale to gamified engagement strategies and the rise of YouTube as the new discovery channel, we're unpacking what these moves mean for creators and operators running newsletters today. KEY TAKEAWAYS What the $150M acquisition of Bari Weiss's The Free Press proves about newsletters. How creators can reverse-engineer their dream roles or acquisition partners. The game that The Assist launched to boost engagement & reader affinity. What LinkedIn’s games can teach creators about streaks, competition, and retention loops. A referral program so smart it practically funds itself. The "Big 3 Media Strategy” that should reshape your content marketing. The #1 fear that's holding back most newsletter creators.

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