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 [...]
The Ancestor Syndrome – Revisiting Inherited Money Beliefs 10 Years After
I wrote about the ancestor syndrome in 2016. Ten years of crypto cycles and economic shocks have tested that thesis hard. Here's what held up and [...]
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.
Vibe Coding for Senior iOS Developers – Guidelines after 10 Apps in 4 Months
10 iOS apps in 4 months, built solo with AI. Vibe coding for senior developers: specs first, two models, heavy verification, and marketing in parallel.
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 — [...]
7 Things To Do when the Shit Hits the Fan
In 2011 I wrote this list from inside a disaster. Here's what held across 15 years of crises — personal, professional, and the kind you don't [...]
How I Actually End My Day in 2026 – Compared to 2011
In 2011 I wrote 33 ways to end your day. In 2026, the phone colonized the bedroom and a baby changed everything. Here's what I kept [...]
77 Things I Still Want to Do, 13 Years Later — and What I’ve Crossed Off
I listed 77 things worth doing in 2013 just because I could. Marathons, travel, building apps — here's what got crossed off, what expired, and what's [...]
7 Kung Fu Panda Lessons, 16 Years Later — Po Actually Became a Master
In 2010 I pulled 7 lessons from Kung Fu Panda. Sixteen years later: what held up, what needed revision, and which one turned out to be [...]
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 [...]
The First 6 Months of Blogging After 17 Years Of Blogging
I wrote a blogging retrospective after 6 months. Twenty years later: the advice held, the meaning changed, and the economics flipped completely.
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 [...]