Artificial Intelligence (AI), often considered as a form of machine learning or computational intelligence, is increasingly being used to improve people’s interactions with products and services. While such technology has a big impact on creating new products and services, it has also been proven to be incredibly challenging to work with as a new material for design. To tackle this challenge, we explore the potential of computational intelligence in design by creating AI/ML-driven interactions, digital services, and products. We hope our research and experiment will enable us to create a more intuitive, natural, and expressive UI/UX, beyond task-oriented interactions (what to perform), toward the design of intelligent interactions that draw upon the nuances of human expression (how to perform).