Jan 22 2025 ChatGPT heralded a seismic shift in software, and one that I felt compelled to understand. So, over the past year, I’ve been building an AI assistant for my past-CEO-self as a pedagogical exercise. It answers questions, gets status reports, and summarizes what’s going on. Reflecting on what I know now, here are my takeaways over the past year. My biggest realization was that problems that I would have traditionally characterized as “scale up” problems occurred much earlier than I wou...