This is a (growing) collection of all the best resources mentioned in The Way of Work, and have had a big impact on my life. Subscribe to get my next essay:
Table of Contents
Most Frequently Recommended
These resources have been frequently recommended in The Way of Work.
- The Second Mountain by David Brooks 
 ☆ Mentioned in Committed: How to give a damn about your work
 ☆ Mentioned in Will you get what you want, after reaching financial independence?
- Pathless Path by Paul Millerd 
 ☆ Mentioned in How to stay out of their box (in your career)
 ☆ Mentioned in Everywhere But Home: The search for belonging after reaching financial freedom at 32
- The Denial of Death by Ernest Becker 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
 ☆ Mentioned in Diversified Portfolio of Identities
- Die With Zero by Bill Perkins 
 ☆ Mentioned in Rich, Powerful, and Ready to Quit
 ☆ Mentioned in Should you put off life for the future?
Best Newsletters
If you like my writing, you should check out some of these other great writers:
- by
- by
- by
- by
- RadReads by Khe Hy 
Best Coaches & Communities
- The Pathless Path Community By - For early-to-mid career professionals exploring life outside the default path 
- Beyond the Finish Line by The Retired Founder - For post-exit & post-economic founders navigating their new world 
- Post Achievement Professionals by Khe Hy - For successful, high-achievers who want more from life 
-  For grinders who want to slow down to become more grounded in life. 
- Inside-Out Leadership Coaching by - For entrepreneurs who want to pair performance with deep inner work 
Best Work Books
These books have shaped my thinking about work, both the good and bad. What’s common among all of them is a willingness to challenge conventional wisdom: they make you think differently about work.
- Moral Mazes: The World of Corporate Managers by Robert Jackall 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
- Shop Class as Soulcraft by Matthew Crawford 
 ☆ Mentioned in Scale down, after scaling up
- The Almanack of Naval Ravikant by Eric Jorgenson 
 ☆ Mentioned in Why you probably have a low leverage career
- The Hard Thing About Hard Things by Ben Horowitz 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
- Creativity, Inc. by Ed Catmull (founder of Pixar) 
 ☆ Mentioned in Early Stage Innovation: What it’s like at the beginning
- Shoe Dog by Phil Knight (founder of Nike) 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
- Lost and Founder by Rand Fishkin 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
- Nickel & Dimed by Barbara Ehrenreich 
 ☆ Mentioned in On Quitting (when it’s unclear whether to quit)
- Reinventing Organizations by Frederic Laloux 
- Rework by Jason Fried & DHH (founders of 37signals) 
- The Dilbert Principle by Scott Adams 
Best Books for Transitions
If you are going through a career change, midlife crisis, in the midst of a sabbatical, or dealing with any type of transition… these books served as guides for me in along my own journey.
- The Second Mountain by David Brooks 
 ☆ Mentioned in Committed: How to give a damn about your work
 ☆ Mentioned in Will you get what you want, after reaching financial independence?
- Pathless Path by Paul Millerd 
 ☆ Mentioned in How to stay out of their box (in your career)
 ☆ Mentioned in Everywhere But Home: The search for belonging after reaching financial freedom at 32
- Working Identity by Herminia Ibarra 
 ☆ Mentioned in Fluidity: How to continually reinvent yourself
- Transitions by William Bridges 
 ☆ Mentioned in Fluidity: How to continually reinvent yourself
- Designing Your Life by Bill Burnett & Dave Evans 
 ☆ Mentioned in When you don’t have a “calling”
- What Happens When You Get What You Want? by Rick Eigenbrod 
 ☆ Mentioned in After ‘Happily Ever After’
Best Productivity Books
- Deep Work by Cal Newport 
 ☆ Mentioned in Scale down, after scaling up
- Essentialism: The Disciplined Pursuit of Less by Greg McKeown 
 ☆ Mentioned in Scale down, after scaling up
- Getting Things Done by David Allen 
- The Effective Executive by Peter Drucker 
- The Toyota Way by Jeffrey Liker 
Best Money Books
- Die With Zero by Bill Perkins 
 ☆ Mentioned in Rich, Powerful, and Ready to Quit
 ☆ Mentioned in Should you put off life for the future?
- Your Money or Your Life by Vicki Robin 
- Rich Dad, Poor Dad by Robert Kiyosaki 
- Psychology of Money by Morgan Housel 
- Four Pillars of Investing by William Bernstein 
Best Philosophy Books
Note that I define “philosophy” very broadly here.
- The Denial of Death by Ernest Becker 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
 ☆ Mentioned in Diversified Portfolio of Identities
- The Wisdom of Insecurity by Alan Watts 
 ☆ Mentioned in Rich, Powerful, and Ready to Quit
- Self-Reliance by Ralph Waldo Emerson 
 ☆ Mentioned in 10 Takeaways from a 'Work in Progress' (or, how to build a career)
- Zen & The Art of Motorcycle Maintenance by Robert Pirsig 
 ☆ Mentioned in Expectations Never End: Finding freedom after enough
- The Genealogy of Morals by Friedrich Nietzsche 
- The Book of Life by Jiddu Krishnamurti 
- Striking Thoughts by Bruce Lee 
- Notes from Underground by Fyodor Dostoevsky 
- The Stranger by Albert Camus 
- The Plague by Albert Camus 
Best Psychology Books
- The Happiness Hypothesis by Jonathan Haidt 
- The Righteous Mind by Jonathan Haidt 
- The Moral Animal by Robert Wright 
- The Blank Slate by Steven Pinker 
- Thinking Fast & Slow by Daniel Kahneman 
Best Media & Technology Books
- Amusing Ourselves to Death by Neil Postman 
- To Save Everything, Click Here by Evgeny Morozov 
- Decoded by Jay-Z 
- You Are Not a Gadget by Jaron Lanier 
- Alone Together by Sherry Turkle 
Best Healthcare Books
- An American Sickness by Elisabeth Rosenthal 
- Bad Blood by John Carreyrou 
- Healing of America by T. R. Reid 
- Redefining Healthcare by Michael Porter 
- Innovator’s Prescription by Clayton Christensen 
Best Sci-Fi & Fantasy Books
What I like to read for fun.
- The Road by Cormac McCarthy 
- First Law Trilogy by Joe Abercrombie 
- Stormlight Archive by Brandon Sanderson 
- Song of Fire and Ice by George R.R. Martin 
- KingKiller Chronicles by Patrick Rothfuss 
- Lord of the Rings by JRR Tolkein 
- Ender’s Game by Orson Scott Card 



Thank you for this wonderful List of Lists. May I share a couple of suggestions I frequently share for friends grappling with these issues?
1) The perfect companion to Paul Millerd's book is "Life Is In The Transitions", an incredibly rich account of people having faced big life transitions. Found through a footnote in Paul's book.
2) A life-changing psychology book for me has been Dan Gilbert's "Stumbling On Happiness".
Thanks & keep up the great work!