To understand The Philosophy Of Freedom the most important thing is to study the book. It is amazing how many "experts" have barely read it. You can tell by the terms they use when commenting on it, as they usually are just attaching their own views onto the book, as you see in the way Christians use the bible. One needs to take into the mind concepts in the book without projecting in one's own familiar beliefs. If you do that your reading will merely extract the concepts that you already have inserted into the text. More than a philosophy book, it contains descriptions of the cognitive process that you can check out within yourself.
What is required is an emancipation of knowing from past preconceptions, such as Steinerism; the century of built up institutional belief of what Rudolf Steiner believes and stands for. The Philosophy Of Freedom is the result of independent thinking and complete in itself. This means it can only be understood within itself, and perhaps with some help from the three books that lead up to POF when Steiner struggled with his questions of knowing and developed his philosophy of life. (It must be keep in mind that even though he began his work with an analysis of Goethe he went on to develop his own independent view.) Note: I put together a page that contains the whole text plus insertions from his other related books to help with understanding POF. Key word searches can be done from one's browser page search that will include POF and parts of 3 reference books. It is on the reference page and here.
The answer as to how you work with the book is called reading comprehension. Simply put, reading comprehension is the act of understanding what you are reading. There are two elements that make up the process of reading comprehension: vocabulary knowledge and text comprehension. In order to understand a text the reader must be able to comprehend the vocabulary used. If the individual words don’t make sense then the overall conception will not either. In addition to being able to understand each distinct word in a text, one has to be able to put them together to develop an overall conception of what it is trying to say. One way to practice text comprehension is to boil a short section down into a few words. George O'Neil recommends Mastering the Content and then discovering new relationships.
Master of Content
We first must become master in the highest degree of content, utterly eliminating the arbitrariness of personal preference and emphasis. Says Goethe: To have the whole in your heart, you must have conned its every part. To which Rudolf Steiner has added: First read for substance, then read again for form.
In contemplating the totality of a living thought-organism, correspondences and symmetries, previously unseen, begin to emerge, each illuminating the other. Meanings come forth, never before expected, revealing interdependence and mutual support. The whole is experienced as weaving interplay of single thoughts, each reflecting the whole as experiencable from its single aspects.