Best Career Philosophy Newsletters in 2026

NewsletterFIT tracks 3 newsletters that cover Career philosophy as a primary topic, 2 of them with posts in the last 90 days. By publicly shown subscriber count, the largest are Jono's Journal (3K).

Updated Nov 6, 2026 · sorted by publicly shown subscribers · methodology

  1. 1
    Jono's Journal3K subscribers

    SubstackEvery two weeks · last post 3 days ago

    From recent posts: Jono's Journal publishes essays on career philosophy, creativity, and self-discovery, specifically targeting multi-passionate individuals who reject the pressure to specialize. The publication focuses on journaling as a…

    Likely audience: Creative professionals

  2. 2
    Dave Kang's Octopus Life—

    SubstackMonthly or less · last post 23 days ago

    Octopus guy doing up to 8 different jobs in a portfolio career for creative, financial, and personal freedom

    Likely audience: Career changers

  3. 3
    shahid's riffs—

    Substacklast post Aug 8, 2026

    an attempt at being publicly curious

    Likely audience: technology leaders

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