Leisure, Rest & Non-Doing

Seven Reflections on Seven Years Of Self-Employment

#1 It’s still far more rewarding than I ever could have expected For years I had a low-grade dissatisfaction with my work. At the simplest level, I just didn’t like having to go to work every day and I hated having to do tasks that seemed pointless.  It now seems obvious I should have embarked ... Read more

How Do You Leave Money On The Table?

A few people sent me Ali Abdaal’s most recent video and I thought it was one of the most interesting I’ve ever seen from someone in his position, with endless opportunities at his fingertips. It’s about his internal struggle between competing interests: money or life enjoyment. Spoiler: he’s actively embracing an approach with his business and life ... Read more

New Additions, New Heights & Open Questions | 2023 Annual Review

2023 was the year I became a dad and for the first time, pressure—tested this life that Angie and I have been building over the last several years. In terms of enabling me to be present and enjoy the beginning of the “magic years” of my daughter, it was a complete and unambiguous success. Financially, ... Read more

How To Take A Sabbatical: Stories From Five People Who Took Them

This was a conversation from July 2023 that was a conversation between Michelle Varghoose, Paul Millerd, Tobi Ogunnaike, Cécile M, and Matt Yao – all people with direct experiences taking sabbaticals. Themes Sabbatical Experiences and Motivations: Mindset Shifts: Financial Considerations: Travel and Environment: Transitioning Back to Work: Advice and Encouragement: Relevant Links Cecile ​Michelle ​Matt ... Read more

Die With Zero: Why Too Many Save Too Much for Too Late In Their Lives (Book Review)

If The Pathless Path is about deprogramming yourself from default work beliefs, Die with Zero by Bill Perkins is about deprogramming yourself from default money beliefs. Die With Zero is an entertaining, persuasive, and useful book that argues that far too many people, “save tend to save too much for far too late in their lives.” This is a hard topic ... Read more

The Way of Mediocre Man

Mediocre man flows through life. It is his birthright. He is not great man aiming at great results but merely trying to do enough of the right things over a long period of time such that it might lead somewhere interesting.  Mediocre man is one who learns to trust the journey because he is fully ... Read more

A Pebble In My Shoe (Excerpt From The Pathless Path)

This is an excerpt from Chapter 4 of my book, The Pathless Path. It’s been read by over 50k people worldwide. If you want to read more or purchase the book, head to the book page here. The ultimate way you and I get lucky is if you have some success early in life, you ... Read more

Leaning Into Ambition & Deeper Commitments: (Still) Enjoying The Journey | 2022 Annual Review

2022 was a year of commitment. Commitment to a place (Austin), my next chapter (becoming a parent), and a deeper sense of connectedness toward my life and my work. It was a year in which I showed up fully as myself, unable to hide because I had spent 220 pages boldly outlining how I intended ... Read more

The “Wild Problem” Of A Life Well Lived: A Book Review of Russ Roberts’ Wild Problems

Even if all you care about is having a good time during all-too-short time on this earth, you will struggle to anticipate what it is that will bring delight, pleasure, contentment. And most of us care about more than just having a good time. We would like to find purpose and meaning. Russ Roberts One ... Read more

Selling My Time Too Cheap: How Full-Time Year-Round Work Blinds Us To The Joys of Life

I sold my time at a bargain and did so for too long because I did not have any way to fully understand and value the benefits of not doing such a thing. This is the case for far too many people in today’s world and this state of affairs is only maintained because we ... Read more

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