Why did I love this book?
Nietzsche studies are a cottage industry unto themselves. There are thousands of monographs, anthologies, and papers, which are conveniently searchable at the Weimarer Nietzsche-Bibliographie. My “five best books” are not necessarily the interpretations I personally consider by some measure the ‘best’, in the sense of being the most ‘correct’. They are instead the ones I find most helpful for a reader to interpret Nietzsche in a responsible, well-informed way for themselves.
R. J. Hollingdale is a great starting point for a novice. He was that rare combination of translator, biographer, and philosopher—and as such, his work is approachable for any intellectually curious reader. It was first published in 1965, at a time when one really did have to argue for Nietzsche’s place as a canonical philosopher rather than just a brilliant writer, bombastic iconoclast, or politically-dangerous driver of the pre-war German Zeitgeist. Even if somewhat dated, his book offers interpreters the insight into how deeply Nietzsche’s philosophy was interconnected with his personal life. Easy to read yet informative, it’s a book I still use as a supplement in my courses.