This book constitutes the refereed proceedings of the 20th IFIP WG 5.5 Working Conference on Virtual Enterprises, PRO-VE 2019, held in Turin, Italy, in September 2019. The 56 revised full papers were carefully reviewed and selected from 141 submissions. They provide a comprehensive overview of major challenges and recent advances in various domains related to the digital transformation and collaborative networks and their applications with a strong focus on the following areas related to the main theme of the conference: collaborative models, platforms and systems for digital revolution; manufacturing ecosystem and collaboration in Industry 4.0; big data analytics and intelligence; risk, performance, and uncertainty in collaborative networked systems; semantic data/service discovery, retrieval, and composition in a collaborative networked world; trust and sustainability analysis in collaborative networks; value creation and social impact of collaborative networks on the digital revolution; technology development platforms supporting collaborative systems; collective intelligence and collaboration in advanced/emerging applications; and collaborative manufacturing and factories of the future, e-health and care, food and agribusiness, and crisis/disaster management.