Drawing from participant observation and in-depth interviews, this article illustrates how esoteric practitioners (mainly Tarot card readers) come to see themselves as "selfemployed" or entrepreneurs and take up the labor of brand building. These individuals study and use the cards not only as part of a personal "quest" for meaning or experience but also as an attempt to "make a living" from their work. This labor is personal and subjective as well as increasingly digital in nature, occurring through blogs, websites, and other media. Despite the relative ease of Web 2.0 technologies, this process nonetheless poses serious challenges for individuals and, in contrast to websites depicting "a best life," the process of building a personal brand can be fraught with hesitation, speculation, and failure as well as confounded by issues of access to technology. As I chart in this article, this tension makes many readers "reluctant entrepreneurs" (Boyle 1994) who often feel that they have no choice but to engage with the internet.