This volume constitutes the proceedings of the Second Working Conference on Practice-Driven Research on Enterprise Transformation (PRET), held in Delft, The Netherlands, on November 11, 2010. PRET acts as a platform to bridge the gap between theory and practice, and strives for synergy and cross-fertilization between industry and academia. Thus all authors have been asked to combine theory and practice by using real-life case studies and referring to practical experiences. The 9 papers presented were carefully reviewed and selected from 24 submissions, and are grouped in three sections on situational transformation; portfolio, program and project management; and enterprise architecture to align business and IT.