In this comprehensive and interdisciplinary volume, former NASA Chief Historian Steven Dick reflects on the exploration of space, astrobiology and its implications, cosmic evolution, astronomical institutions, discovering and classifying the cosmos, and the philosophy of astronomy. The unifying theme of the book is the connection between cosmos and culture, or what Carl Sagan many years ago called the "cosmic connection." As both an astronomer and historian of science, Dr. Dick has been both a witness to and a participant in many of the astronomical events of the last half century. This collection of papers presents his reflections over the last forty years in a way accessible to historians, philosophers, and scientists alike. From the search for alien life to ongoing space exploration efforts, readers will find this volume full of engaging topics relevant to science, society, and our collective future on planet Earth and beyond.