media entrepreneurship newsletters

NewsletterFIT tracks 5 newsletters that cover media entrepreneurship as a primary topic, all with posts in the last 90 days. By publicly shown subscriber count, the largest are Contemplations on the Tree of Woe (10K), Iain Dale's Substack (9K) and Podcast Bestie (7K).

Updated Oct 30, 2026 · sorted by publicly shown subscribers · methodology

  1. 1
    Contemplations on the Tree of Woe10K subscribers

    SubstackMonthly or less · last post 32 days ago

    Likely audience: History enthusiasts

  2. 2
    Iain Dale's Substack9K subscribers

    SubstackWeekly · last post 19 days ago

    Likely audience: Podcast listeners

  3. 3
    Podcast Bestie7K subscribers

    SubstackEvery two weeks · last post 28 days ago

    Likely audience: Content creators

  4. 4
    Elsewhere3K subscribers

    SubstackEvery two weeks · last post 11 days ago

    Likely audience: Career changers and professionals seeking pivots

  5. 5
    Communiqué—

    SubstackEvery two weeks · last post 16 days ago

    Likely audience: venture capitalists

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