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Artwork for Pathless by Paul Millerd

Unexpected takes on the modern world of work. Paul explores our obsession with work and the default path of success and tries to imagine new possibilities for how we can conceive of life, work & what matters.

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PricingOnly free issuesPublishesWeekly
Issues463Founded7 years agoLast Issue2 months ago
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Artwork for Pathless by Paul Millerd

Latest Issues

How To Be Dirtbag Rich (Guest Post by Blake Boles)

March 29th, 2026: Greetings from Taiwan. Today’s post is from an internet friend, , who has been hacking a living doing his things a bit longer than me.

He’s got a new book coming out, titled Dirtbag Rich, in which I play a very minor role...

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A lil' reflection on my mini-break | #324

Almost two months and no one has emailed me saying I owe them fresh content.

This is the longest break I’ve taken from writing this newsletter since the birth of my daughter three years ago. It wasn’t the contemplative kind of break I woul...

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Going all in on becoming a Hyrox Athlete (Guest Post by Holly Gabrielle) | #323

February 24th, 2026: Greetings from Taipei. I’ve been enjoying time away from the computer, though I’ve been dabbling a bit with Claude code & Codex (blown away, thoughts soon). The traveling village just wrapped up its first stop in Vietna...

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I'm taking a mini-sabbatical and Unhinged Habits made me do it | #322

January 26th: Greetings! As you know, I’m on a mini sabbatical until March 1st. I wrote this post a couple of weeks ago.

If you haven’t filled out the reader survey, that would be a huge help:

Start Survey

(or survey here if you don’t h...

4 months ago
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Mailbag: 25 year old "winner" on the default path: should I quit?

January 19th: Greetings! As you know, I’m on a mini sabbatical until March 1st. I wrote this post a couple of weeks ago.

If you haven’t filled out the reader survey, that would be a huge help:

Start Survey

(or survey here if you don’t h...

4 months ago
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Authors

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  • Paul Millerd

    Trying to dream bigger about the possibilities for how we think about living our lives, creating things that matter, and our relationship to work. Longer essays on https://pmillerd.com and also run a consulting skills course on strategyu.co

  • Blake Boles

    Sculpt your life with a chisel of broken time

  • Natasha Tynes

    I help writers and founders turn their stories into books that matter through ghostwriting and book coaching. Journalist and author with bylines in The Washington Post, ELLE UK, Esquire, and more. Author of They Called Me Wyatt & Karma Unleashed

  • Jessica Lackey

    A business and operations strategist going below the surface-level business advice at the intersection of strategy and humanity.

  • Carly Valancy

    when people meet me I'd like for them to feel like it's a good omen.

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