Leadership philosophy newsletters

NewsletterFIT tracks 11 newsletters that cover Leadership philosophy as a primary topic, 10 of them with posts in the last 90 days. By publicly shown subscriber count, the largest are Smart is Sexy (344K), The Self-Aware Leader (11K) and Kingswell (8K).

Updated Oct 31, 2026 · sorted by publicly shown subscribers · methodology

  1. 1
    Smart is Sexy344K subscribers

    SubstackEvery two weeks · last post 26 days ago

    Likely audience: self-improvement enthusiasts

  2. 2
    The Self-Aware Leader11K subscribers

    SubstackWeekly · last post 21 days ago

    Likely audience: Organizational developers

  3. 3
    Kingswell8K subscribers

    SubstackEvery two weeks · last post 12 days ago

    Likely audience: Berkshire Hathaway shareholders

  4. 4
    xtine8K subscribers

    SubstackEvery two weeks · last post 15 days ago

    Likely audience: Hospitality industry leaders

  5. 5
    Scott "Matchmaker" Michaels8K subscribers

    SubstackEvery two weeks · last post 12 days ago

    Likely audience: service industry professionals

  6. 6
    The Mentor8K subscribers

    SubstackMonthly or less · last post 22 days ago

    Likely audience: Self-improvement readers

  7. 7
    The Long View6K subscribers

    SubstackEvery two weeks · last post 32 days ago

    Likely audience: C-suite executives

  8. 8
    Indy Johar3K subscribers

    SubstackMonthly or less · last post 25 days ago

    Likely audience: Organizational leaders

  9. 9
    leadink1K subscribers

    SubstackEvery two weeks · last post 23 days ago

    Likely audience: Team leaders

  10. 10
    Best insights from 100 Coaches—

    LinkedInEvery two weeks · last post 18 days ago

    Likely audience: Senior executives

  11. 11
    Wez’s Substack—

    Substacklast post Oct 20, 2025

    Likely audience: House music enthusiasts

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