A fastidious investigation into the nature of self-identity, Silent Dilemmas of Project Managers uses the context of project management to challenge the perceived separation of objective experience from subjective perception. Positioning self-identity as the basis of one’s ongoing being-in-the-world, Djolic explores the relationship between our inner dialogues and the surrounding world, highlighting the problematic role our adopted self-notions play in producing negative experiences. In doing so, we are presented with a compelling case for viewing the subject’s self as the object of existential anxiety, as well as a framework for more comprehensive, existential therapy within business settings.