This book discusses the emerging phenomenon of digital social entrepreneurship, which relies on the use and embracement of new technologies, and investigates the social implications and value for people, profit, and planet. The authors examine the use of new technologies such as artificial intelligence, metaverse, and augmented reality to understand the evolution of social entrepreneurialism, considering three layers: micro, meso, and macro. The micro layer analyses digital social entrepreneurs’ attitude in generating new digital social innovation for disadvantaged people; the meso layer explores the combination of digital and social initiatives in an entrepreneurial journey to improve inclusiveness and sustainability; and the macro layer investigates the impact of exogenous events on Digital Social Entrepreneurship (DSE) to scaling such ventures, also offering an overview of disadvantaged entrepreneurs. Offering new insights, research, and practical guidance, this book will appeal in particular to scholars and post graduate students of entrepreneurship and small business management, organisational studies, technology, and innovation management.