This book explores the factors affecting employee engagement and knowledge retention in ISO 27001 training programs within IT SMEs. By examining information security culture, human factors, teaching strategies, and challenges faced by SMEs, the research aims to understand their impact on training effectiveness. Data from 288 participants in Lagos, Nigeria, collected via a mixed-methods approach, reveal that a strong information security culture positively influences engagement and retention. Positive human factors, such as motivation and clear communication, alongside well-designed teaching strategies, enhance these outcomes. However, SME-specific challenges like time constraints and resource limitations hinder engagement and retention. The findings provide valuable insights for developing effective training programs that boost employee empowerment and organizational success.