14 articles in this category.
Most failed fractional CTO engagements with non-technical founders fail for structural reasons, not personality reasons. Here is how to spot and prevent the common collapse patterns.
A practical founder-CTO operating model that turns translation friction into execution leverage, especially when the founder is commercial-first and the technical stack is under pressure.
The market has shifted from AI assistants to AI agents with real permissions. With OpenClaw, Moltbook, OpenAI Frontier, and Claude Opus 4.6 all accelerating in early 2026, the key question is no longer capability. It is operational readiness and control.
What Duolingo's last two years reveal about AI-first strategy: massive upside in speed and scale, but real downside when execution looks like replacement instead of augmentation.
We act like emotions are compartmentalized, but they are not. One depleted system can quietly contaminate work, friendships, parenting, and love. A practical model for protecting your emotional battery before cascade failure starts.
AI value in 2026 comes from shared platforms, clear ownership, and enforceable governance. A practical guide to AI factories, organizational design, and building systems that can survive regulatory change.
As of February 2026, AI can accelerate execution but still cannot own context, culture, brand judgment, or creative direction. A practical guide to where human designers still lead.
Taiwan's 99% SME economy faces a document processing paradox. What I've learned about transforming manual workflows into intelligent systems-and why the technical solution is only half the story.
How good intentions in care and relationships can miss the mark when they don't align with what the other person actually needs. A nuanced exploration of true care versus projection.
How we overestimate our ability to understand others and why true empathy requires ongoing curiosity rather than assumed comprehension.
How the invisible rules we never voice create distance in our most important relationships at work, home, and in love.
How obsessing over polish can paralyze execution, and what I'm learning about balancing technical excellence with shipping products. A personal journey from perfectionist paralysis to pragmatic progress.
Supporting someone's dreams isn't about preventing mistakes or avoiding risk. It's about understanding the delicate balance between encouragement and challenge, presence and space, across different relationships and contexts.
Leading global distributed teams isn't about finding the perfect system—it's about adapting to the beautiful complexity of human cultures working together across time zones. Here's what I learned from managing teams spanning five continents.