The Technical Due Diligence Checklist
A comprehensive checklist for evaluating startup technology: architecture, code quality, infrastructure, team, and security. Based on patterns from evaluating dozens of startups....
Hard-won lessons from 45+ years in the trenches.
No optimism theater What actually works
A comprehensive checklist for evaluating startup technology: architecture, code quality, infrastructure, team, and security. Based on patterns from evaluating dozens of startups....
Gartner predicts task-specific AI models will be used 3x more than general-purpose LLMs by 2027. Why latency, cost, and privacy push enterprises toward SLMs....
Local-first software puts your data on your device first. The cloud becomes optional. As CRDTs mature, the best apps feel like we've rediscovered something we forgot....
Only 10-15% of engineers reach Staff level. The rest face a choice the industry pretends doesn't exist: stay technical and plateau, or abandon what you're good at for management....
Dependencies are liabilities, not assets. From left-pad breaking the internet to Log4j's endemic vulnerability, every package you add expands your attack surface and maintenance burden....
Current AI agents don't learn - they retrieve. New research on reinforcement learning for memory could change that. Understanding why your AI agent keeps making the same mistakes....
Why premature optimization wastes developer time. The economics of knowing when code is good enough and when performance actually matters....
The panic over AI image generation misses how it's actually helping working artists be more productive and creative....
The traits that high-performing engineering teams share have nothing to do with methodology certifications. Small teams, clear ownership, direct communication, and outcome focus....
The pattern behind production outages: the 2am alert, the escalating panic, the decision that makes it worse. What separates teams that recover from teams that don't....
European AI funding doubled in 2025. But 90% of startups fail and 95% of AI pilots never deliver ROI. What the funding headlines don't tell you....
I built Web Spy - a desktop app that crawled and cached websites for offline reading. This was before HTTrack, before Pocket, before Instapaper. Never shipped it....
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