Tom discusses the chaotic evolution of the field of machine learning with Tom Dietterich, Distinguished Professor Emeritus at Oregon State University. Tom has made numerous research contributions to the field, and has served in professional roles from Executive Editor of the journal Machine Learning, to President of the Association for the Advancement of Artificial Intelligence. He shares his encyclopedic knowledge of the field and its evolution, describing waves of alternative paradigms, the interaction of theory with practice, the interaction of statisticians with computer scientists, some of his main research results, and his experience spinning off a machine learning startup company.