The article examines the role of post-training support and field coaching in consolidating and developing the competencies of pharmaceutical specialists within contemporary pharmacy practice. The relevance of the work is driven by a shift in the professional role of the pharmacist toward a clinically and client-oriented approach, in which one-off training does not ensure sustainable behavioral change or the assimilation of complex communicative, analytical, and ethical skills. The study aims to provide a conceptual justification of post-training interventions and field coaching as key mechanisms for bridging the gap between knowledge and practice and for shaping a sustainable trajectory of professional development for the pharmaceutical specialist. The scientific novelty lies in the integration of evidence on forgetting, training transfer, and organizational coaching into a unified analytical framework, which includes the models of the post-training support pyramid, sustainable behavioral change, and the pharmacist’s professional growth timeline, as well as in the detailed analysis of typical managerial errors in the implementation of these practices. It is shown that a coherent system of post-training formats, field coaching, and effectiveness evaluation transforms training from a one-time event into a manageable resource for improving the quality of pharmaceutical care. The article is of practical interest to pharmacy chain managers, learning and development professionals, and researchers in continuing pharmaceutical education.