T.R.Y. By Joanna alternatives: newsletters like it

24 newsletters in the NewsletterFIT index cover the same topics as T.R.Y. By Joanna (career reinvention, midlife transitions and personal development). The closest matches are Pivot with Jenny Blake, Awake at the Wheel with Jonathan Fields and The Unsteady Ascent. They are ranked by how many topics they share with it, then by publicly shown subscribers.

Updated Nov 14, 2026 · ranked by shared topics, then publicly shown subscribers · methodology

About T.R.Y. By Joanna

For the person in midlife who realized they're living a life they never chose. Midlife reinvention is your permission to stop living the life everyone else expected. Starting over after 40 it is about choosing yourself…

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  1. 1
    Pivot with Jenny Blake15K subscribers

    SubstackMonthly or less · last post 51 days ago

    For high net growth individuals navigating what's next. Subscribe for free access to the Pivot Toolkit—linked in the welcome email :D

    Likely audience: entrepreneurs seeking career reinvention

    2 shared topics

  2. 2

    SubstackMonthly or less · last post 22 days ago

    Insights and invitations to help you feel more alive and less alone.

    Likely audience: midlife professionals

    2 shared topics

  3. 3
    The Unsteady Ascent8K subscribers

    SubstackEvery two weeks · last post 15 days ago

    From recent posts: The Unsteady Ascent publishes personal essays exploring themes of mental health, grief, and the tension between grand life goals and daily balance. The publication features reflective narratives on parenting, therapy…

    Likely audience: teachers considering career change

    2 shared topics

  4. 4
    lettersfromkossy1K subscribers

    SubstackEvery two weeks · last post 28 days ago

    Notes from my life, my heart, and the things I’ve learned while figuring out this journey called living.

    Likely audience: readers feeling stuck in their careers

    2 shared topics

  5. 5

    LinkedInMonthly or less · last post 31 days ago

    Real stories, bold truths, and actionable insights for high-skilled immigrant women rewriting the rules of success.

    2 shared topics

  6. 6

    SubstackSeveral times a week · last post yesterday

    Your Cosmic Hub For Thriving Everyday. We’re a moon powered community and here to hand you way more than your horoscope.

    Likely audience: Astrology enthusiasts

    1 shared topic

  7. 7
    The Urban Monk707K subscribers

    SubstackWeekly · last post 3 days ago

    We are born awake, and then we fall asleep. This page is dedicated to the practices and the science that help bring us back to the present moment and make us fully, vibrantly alive.

    Likely audience: wellness enthusiasts

    1 shared topic

  8. 8
    The Good Trade431K subscribers

    SubstackWeekly · last post 5 days ago

    From recent posts: The Good Trade publishes personal essays and interviews centered on wellness, self-discovery, and seasonal living. Its content blends reflective writing on topics like astrology, mental health, and healing with…

    Likely audience: wellness enthusiasts

    1 shared topic

  9. 9

    SubstackSeveral times a week · last post yesterday

    A literary archive of essays and musings A book club for lovers of language, feeling, and everything in between💐

    Likely audience: Literature enthusiasts

    1 shared topic

  10. 10
    future/proof348K subscribers

    SubstackEvery two weeks · last post 10 days ago

    stay relevant

    Likely audience: aspiring entrepreneurs

    1 shared topic

  11. 11
    Smart is Sexy344K subscribers

    SubstackEvery two weeks · last post 5 days ago

    Smart Is Sexy explores strategy, social intelligence, power, and human behavior for high-agency minds. Ready to become option-rich?

    Likely audience: self-improvement enthusiasts

    1 shared topic

  12. 12
    Five Minute Reads340K subscribers

    SubstackSeveral times a week · last post 4 days ago

    From recent posts: Five Minute Reads publishes business-focused critiques of self-help, finance, and wellness literature, offering practical frameworks to audit habits and debunk popular claims. The publication mixes short-form essays…

    Likely audience: Self-improvement readers

    1 shared topic

  13. 13
    Modern Freedom246K subscribers

    SubstackSeveral times a week · last post 3 days ago

    From recent posts: Modern Freedom publishes a series of articles on personal finance, psychology, and self-improvement for readers seeking strategies to build wealth and overcome mental barriers. The content focuses on mindset shifts…

    Likely audience: entrepreneurs

    1 shared topic

  14. 14
    milk and cookies243K subscribers

    SubstackSeveral times a week · last post 2 days ago

    From recent posts: milk and cookies publishes personal essays and cultural commentary exploring psychology, self-improvement, and interpersonal dynamics. Its content ranges from essays on grief, independence, and emotional labor to…

    Likely audience: content creators

    1 shared topic

  15. 15
    AI First Designer212K subscribers

    SubstackMonthly or less · last post 24 days ago

    Unlock new powerful Design Engineering tactics & career advice from successful designers — delivered to you, every week.

    Likely audience: Career changers

    1 shared topic

  16. 16

    SubstackWeekly · last post 5 days ago

    This is heart work

    Likely audience: subscribers of Letters From Love

    1 shared topic

  17. 17
    The Stoic Manual201K subscribers

    SubstackSeveral times a week · last post yesterday

    From recent posts: The Stoic Manual publishes a mix of philosophy essays, literary analysis, and practical self-help guides. Content ranges from reflections on fear and mortality to fitness strategies and interpersonal communication…

    Likely audience: Self-improvement readers

    1 shared topic

  18. 18
    The Curiosity Chronicle167K subscribers

    SubstackSeveral times a week · last post 2 days ago

    Delivering curiosity-inducing content every single week.

    Likely audience: Self-help enthusiasts

    1 shared topic

  19. 19
    perfume & letters164K subscribers

    SubstackEvery two weeks · last post 7 days ago

    personal notes on growing up, slowing down, and finding beauty in ordinary days.

    Likely audience: Individuals struggling with feelings of inadequacy or envy

    1 shared topic

  20. 20

    Substacklast post Jun 25, 2026

    From recent posts: Shadow Work to Expand Awareness publishes Jungian psychology articles, interviews with therapists like Dr. Connie Zweig, and practical self-care guides focused on shadow work, light work, and mindfulness. The…

    Likely audience: Individuals seeking personal growth

    1 shared topic

  21. 21
    postcards by hasif163K subscribers

    SubstackSeveral times a week · last post 2 days ago

    From recent posts: Postcards by Hasif publishes essays on mental health, existential philosophy, and the psychology of productivity for an audience seeking introspection on modern life. The publication consistently blends personal…

    Likely audience: newsletter subscribers

    1 shared topic

  22. 22

    SubstackSeveral times a week · last post 9 days ago

    💌: a collection of thoughts on film, music, books, and whatever the internet throws at me. If you think about what you consume for longer than you consume it, you're in the right place.

    Likely audience: book club members

    1 shared topic

  23. 23

    SubstackEvery two weeks · last post 16 days ago

    Reflections on corporate life, friendships, relationships and navigating your 20s as a black woman

    Likely audience: Self-reflective individuals

    1 shared topic

  24. 24

    SubstackWeekly · last post 4 days ago

    The Open Journal is a weekly, public journal entry, filled with a collection of random topics, thoughts, poetry, and love-based philosophy. It serves as an outlet for me in the hopes of inspiring others to take the…

    Likely audience: Self-help enthusiasts

    1 shared topic

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