We develop AI for learning, exploration, and speculation that we call “technologies of curiosity.” They are interfaces and systems intended to inspire and encourage to help people create new perspectives and ideas. Bases for this work include a long history of making interactive systems where the interaction itself was the means of learning. Once that was hard and unfamiliar, now there is an abundance of material from which to draw and an expectation that machines will respond. AI is a fundamental tool for organizing that data, and interaction is the fundamental means for exploring it. Implicit in this work is migrating control of our online activities to the user and eliminating remote data silos. Applications span diverse areas from market intelligence and brainstorming, to understanding and taking control of our social media, personal data and other online activities.