U.S. Navy education is calling for enterprise-wide-transformation in instructional practices, which includes trainee-centered environments. The purpose of the study, which uses a qualitative method with an explanatory case study design, was used to explore military instructors' and administrators' lived experiences using traditional learning environments and learner-centered or blended learning environments during a technology-enterprise-wide-transition in which some may oppose learner-centered pedagogy. Another purpose of the qualitative case study was to identify factors that influence the selection of teaching methods used in a technology-rich environment and identify military leaders and administrators' courses of action towards improvement. The study facilitated the researchers understanding of the internal and external factors and barriers which impede the military's educational systems execution of learning-centered pedagogy in a technology-rich learning environment. Data was collected from 11 participants through semi-structured interviews and analyzed using MAXQDA. Findings revealed instructors and administrators face many factors that influence how they execute training. The following emergent themes were identified assisted in answering the research questions. The themes were cost-schedule-performance which was a primary barrier along with knowing the training audience, staff experience level, relevancy of the training curricula, procedural compliance, buy-in to the technology, recognition of different learner types and environments, and multi-dimensional training. The primary implication is the probability of failed missions, loss of life, and damage to equipment which could be attributed to lack of significant knowledge transfer to the warfighter. [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://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]