This document discusses monitoring systems for unknown unknowns using machine intelligence. It suggests that observability goes beyond just monitoring and instrumentation to make systems debuggable and understandable. It outlines several techniques machines could use like anomaly detection, predictions, external knowledge, recommendations, and auto-correlations. The goal is to develop an "observability quadrant" like the Johari window to better understand systems with imperfect outputs. It recommends choosing the right tools, applying common schemas to event data, using techniques like fuzzy logic and similarity checks, and focusing first on simple correlations and time series models before building complex classifiers. The best practices are to start using such techniques in production by getting feedback and continually re-evaluating relevance.