This document discusses the relationship between probability, machine learning, and user experience in consumer IoT devices. It notes that individual apps are not enough and that intelligent devices need to have contextual awareness and conversational abilities based on things like schedule, location, and preferences. However, acquiring and applying knowledge through machine learning comes with challenges around explaining probabilistic concepts and predictions to users, and ensuring that conversational systems do not feel repetitive, disruptive, or intrusive. Quantitative thinking will become more important as life becomes more dependent on probabilities modeled through data and algorithms.