Are You The Best Version of Yourself? – Checking In After 16 Years
In 2010 the OS metaphor for self-improvement was an analogy. In 2026 it's literal — AI tools actually run as cognitive extensions. Here's what that changes.
The 2026 Definition of Success – 10 Years after I First Tried My First One
I had 9 definitions of success in 2016 and was split between all of them. 10 years later, here's what I actually learned about enough, alignment, [...]
Frustration as a Growth Signal – Revisiting After 15 Years
I wrote 33 ways to overcome frustration in 2010. 15 years later: most of them work, but only for one type. The other type just needs [...]
Still Learning To Say No – 17 Years After First Writing About It
I wrote about saying no in 2009. The technique was right but incomplete. 17 years later, here's what I missed: the permission problem is harder than [...]
Life Has No Meaning – In 2026 I Still Think This Is Good News
In 2015 I argued that life's lack of inherent meaning is liberating. I still think so. But making that case in 2026 requires more honest scaffolding.
The Diamond Cutter, 12 Years Later — Buddhism as a Daily Practice
A 12-year test of The Diamond Cutter's Buddhist business principles. Which ones compounded into real results, and where the emptiness concept led me astray.
77 Reasons to Love Your Life — Why I’d Write This Differently After 17 Years
I wrote 77 reasons to love your life in 2009. The reasons haven't changed much. But the obstacle to actually enjoying them has, the world is [...]
7 Reasons to Enjoy Life More — 16 Years Later
In 2009 I gave 7 reasons to enjoy life. Sixteen years later: some held up, one needed honest revision, and one wasn't on the original list.
Living as a Digital Nomad: Revisiting a 16 Year Old Primer
I wrote a digital nomad primer in 2010. Here's what it got right, what COVID changed, and how AI expanded what one person can build — [...]
The Right Tool for the Job in 2026: What AI Changes About the Wrench Problem
In 2018 the wrong tool was obvious — you could see the mismatch. In 2026, AI made it invisible. Here's where the granularity problem actually went.
15 Years of Motivation: From Tiny, Genuine Sparks to Burnout
The "get and keep" model of motivation breaks down fast. After 15 years: what three methods actually lasted, what leads to burnout, and what actually works [...]
Steadily Fluid after 10 Years: How Does it Feel to Live with the Paradox
Stability and fluidity aren't opposites — they're prerequisites for each other. Here's what 17 years of living that paradox actually looks like from the inside.
Technology, Ideology, and What Actually Happened Since 2018
In 2018 I bet that technology would outpace ideology as the force reshaping society. Eight years later — AI everywhere, authoritarianism still rising — time to [...]
17 Years of Social Networks Later: What Actually Replaced What
In 2009 I framed social networking versus real life relationships as a match. Neither team won. What happened instead was stranger — and more useful to [...]
100 Ways To Live A Better Life: 17 Years After – What Actually Worked
I wrote 100 ways to live a better life in 2009, then 100 subposts, then watched it float on the internet for 15 years. Here's what [...]
3 Lifestyle Design Blueprints I’ve Lived, Plus A 4th One That Works Best These Days
In 2009 I mapped 3 lifestyle design modes. After 17 years inside all of them, here's what held up, what broke, and the fourth mode the [...]
The Action versus Reaction Trap: Why I Had It Half Right in 2009
In 2009 I said acting is always better than reacting. 17 years later the picture is more complicated — and more useful. Here's what I got [...]
Everything I Built That Fell Down (And What I Learned About Building Anyway)
In 2011 I wrote about keeping fragile structures standing. Since then several of mine have come down. Here's what the falling actually taught me about building.
What Tango Actually Taught Me About Relationships (A Decade Later)
I wrote about tango crushes in 2013. A decade of dancing and teaching later, here's what those emotional entanglements actually were — and what they revealed.
Lessons Learned While Vibe Coding an iOS App in 7 Days, from Idea to App Store – Genesis Prompt Inside
5 practical lessons from building iOS apps with Claude Code in 7 days. Includes my 23-section genesis mega prompt template. Copy, paste, and ship your app.