Soliloquia presents a particular challenge for holistic readings insofar as Augustine never finished writing it. That said, a sketch for its final book survives as a treatise, De immortalitate animae. Scholars have reconstructed the overarching argument of composite work, Sol. + De imm. an., in various ways. Yet, as with many of Augustine’s dialogues, these same scholars have a generally low view of this argument’s success. By reading the composite work as an application of ARP (see ch 1), my reconstruction articulates the purpose of its failed arguments and seeming redundancies. Unlike De beata v. and De ord., its plausible conclusions are presented using explicitly skeptical language, and its moments of self-reflection are also explicitly noted. While written at Cassiciacum, Sol. departs from the scenic dialogues in that it pursues not one “round” of ARP but three. These, in turn, are structured around the Pauline virtues of faith, hope and love. As Augustine plays the role of student here, I take this to present a more advanced approach to the pedagogical method set out in C. Acad. and a step along the way to the more elaborate structure of De lib. arbit.