Here is a link to an online piece called “Graft and Corruption: On Olives and Olive Growing in the Pre-Modern Mediterranean” about the history and practices of olive growing. From the website of the Maxwell Institute of Brigham Young University, this is the introduction to a larger work, but covers lots of interesting history of olive cultivation.
A search on Amazon for “olives” turns up thousands of books (including those by authors named Olive, of course), with a lot of interesting titles. Many, like Olive Oil: Cooking, Exploring, Enjoying, deal with using olives and olive oil in cooking. Others, like the Olive Production Manual, are practical guides to growing olives. One particularly caught my eye, because I enjoy reading memoirs. Olives, by Mort Rosenblum, has positive reviews and looks like fun to me. Have you read it? If so, throw in your two cents in the comments!