The high-entropy field is approaching its twenty-year milestone. This talk will recall the historical foundations of the field and will review the initial insights and themes as they formed and evolved over the past two decades. During the past ten years, major efforts have grown in new directions that broaden and enrich the high-entropy tapestry. These topics include refractory high-entropy alloys, high-entropy ceramic materials, chemical short-range ordering, the exploration of new high-entropy alloy families for a range of functional properties, and many others. Each of these new directions will be briefly introduced and added to the high-entropy palette. A fresh evaluation of high-entropy alloys as a distinct direction in materials science and engineering will be offered from this mid-term perspective, and a forward-looking glimpse will be suggested to inspire continued efforts and to anticipate important applications.