The landscape of globalization, technological advancements, and dynamic business environments underscores the importance of organizational training and development needs and opportunities. There is a growing demand for ongoing education and skills enhancement in the workplace to keep pace with the rapid changes in technology, processes, and employee expectations. Both for-profit and nonprofit sectors recognize the necessity of investing in workplace education and training initiatives. As nonprofit organizations integrate technology into their operations and shift toward online training initiatives, evaluating how learners perceive this transition becomes more relevant for assessment and planning needs. The evolution of technology presents new possibilities for training and educational delivery, making it crucial to assess the effectiveness of new approaches in shaping strategic planning, training programs, and employee development. However, existing literature on perceptions of adult online learning and skills training in the nonprofit sector needs additional empirical research measuring the efficacy of the training and its impact on the nonprofit sector. This research consisted of a mixed-method multi-case study of four nonprofit organizations with survey responses from over 150 individuals. Qualified respondents were individuals who had previously participated in online training courses after 2020 or had vested in their organizations' delivery, implementation, or outcomes of online training initiatives at the time of the study. This research aimed to investigate the impact of online content delivery on training and education within nonprofit organizations by examining learner and stakeholder perceptions. Furthermore, it attempted to identify if generational affiliation impacts perceptions or attitudes toward online learning. By offering insights into the viability of online training and education in the nonprofit sector, this study provides a foundation for organizations to make informed decisions about training strategies. This research also attempted to identify if generational affiliation impacts the perceptions or attitudes toward online learning. This study attempted to provide a baseline for nonprofit organizations to determine if the perception of online training and education are viable options for workplace training. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]