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This chapter is excerpted from 'Cybersecurity Training'. Organizations face increasing cybersecurity attacks that threaten their sensitive data, systems, and existence, but there are solutions. Experts recommend cybersecurity training and general awareness learning experiences as strategic necessities; however, organizations lack cybersecurity training planning, implementation, and optimization guidance. Cybersecurity Training: A Pathway to Readiness addresses the demand to provide cybersecurity training aligned with the normal flow of IT project delivery and technology operations. Cybersecurity Training combines best practices found in standards and frameworks like ITIL technology management, NIST Cybersecurity Framework, ISO risk, quality and information security management systems, and the Guide to the Project Management Body of Knowledge. Trainers will appreciate the approach that builds on the ADDIE Model of Instructional Design, Bloom's Taxonomy of Cognitive Thought, and Kirkpatrick's Model of Evaluation, a trilogy of training best practices. Readers learn to apply this proven project-oriented training approach to improve the probability of successful cybersecurity awareness and rolebased training experiences. The reader is guided to initiate, plan, design, develop, pilot, implement, and evaluate training and learning, followed by continual improvement sprints and projects. Cybersecurity Training prepares trainers, project managers, and IT security professionals to deliver and optimize cybersecurity training so that organizations and its people are ready to prevent and mitigate cybersecurity threats, leading to more resilient organizations.