8 articles exploring startup
The structural signal for splitting CTO and VP Engineering roles isn't headcount — it's a specific week when strategy and delivery both need full attention. A founder's decision framework with real failure modes.
AI agents create a second bill: invisible to FinOps, landing on the wrong invoice, and breaking every financial model built for linear AI costs.
Every company says it's AI-first. After 30+ CTO interviews, I can tell you exactly which questions reveal the ones that aren't - and what the real ones say instead.
Most AI planning assumes today's subsidized pricing is permanent. It isn't. Here's what real costs look like, and why companies designing for tomorrow will win.
How to build investor-grade revenue data infrastructure before a Series B raise - the stack, the metrics, the entity resolution problem nobody talks about.
A step-by-step playbook for the first 90 days as CTO or VP Engineering. How to listen, diagnose, align, and deliver quick wins without breaking the org.
The inflection point where you graduate from VP Engineering to full-time CTO. How to know when, why full-time vs fractional matters, and what to expect in the first 90 days.
AI fundamentally changed the unit economics of software development. Discover how the most successful Series A founders are architecting for this shift to win at better valuations.