In this e-book, authors address aspects of security and privacy issues of IT outsourcing. Paper 1 describes the fundamental aspects of IS/IT security outsourcing and introduces the specific organizational, technical and legal issues that should be considered for making an outsourcing arrangement. It also examines privacy issues and suggests how outsourcing arrangements can comply with these requirements. Paper 2 describes a process for outsourcing a security information management platform. Paper 3 discusses the problems of client-generated digital signatures and proposes a framework for outsourcing digital signatures to a Trusted Third Party.