The term smart is applied to many different types of things in today’s world, leaving the question of what is meant by the title of an IFIP 8.6 workshop called “Smart Living, Working, and Organizing.” This paper’s goal is to provide a conceptual basis for making sense of “smart living, working, and organizing.” It provides many examples of nominally smart objects and systems, presents principles related to smartness, provides a definition of smart that applies to objects and systems, presents dimensions related to four categories of smartness, and uses two brief examples to show how those dimensions might be used in thinking about how to make an object or system smarter.