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An analysis of the factors and reasons for collaboration, partnerships, and mergers in the profit sector is undertaken in this chapter. All terms used are defined, particularly as they apply in the world of for-profit enterprises. Through a thorough review of the literature, the authors provide an outline of historically significant successes and failures of mergers and acquisitions (M&A) in the corporate world and derive lessons from them as they might apply to the nonprofit sector. The reasons that drive both sectors toward such initiatives are discussed with an analysis and comparison of similarities and differences. Both successful mergers and failures are described, primarily through case studies. In addition, human aspects and implications are addressed. Issues such as fear, trust, processes, and psychological challenges of M&A are examined in depth. The influence of communication—the good, the bad, and the ugly—are analyzed from the perspective of clients, regulators, employees, and stakeholders, with reflections on the importance of communication and careful management of change processes. The chapter concludes with a summary of the lessons which can be derived from the literature with a view to providing guidance for similar efforts for information and library organizations.