Purpose: The aim of this paper is to present a study performed in conjunction with a branch of the Italian Public Italian Administration, the ISSP (Istituto Superiore di Studi Penitenziari--the Higher Institute of Penitentiary Studies). The study aimed to develop a Transfer of Training (ToT) evaluation methodology that would be both scientifically robust and practitioner-friendly, in an attempt to build a bridge between researchers and practitioners on the topic of ToT process evaluation. Design/methodology/approach: The ToT evaluation system was built using an action research approach, taking into account workplace specifics and stakeholder needs. An "action research" (with the researchers involved throughout the ToT system building phases) and a "Focus Group" (to identify factors influencing ToT and to define items and grids for behavioural assessment) were used. Findings: This study showed that the active engagement of stakeholders (trainees and their supervisors and colleagues) is useful in designing context-adapted tools for ToT evaluation and can help organizations improve the fit between their training activities and organizational goals. Research limitations/implications: The generalizability of the proposed ToT evaluation methodology is not guaranteed, and the procedure needs to be replicated and monitored in different organizational settings and cultures. Practical implications: The organization decided to implement the ToT evaluation methodology developed during the course of the study for all future training programmes. Originality/value: In this study, a ToT evaluation methodology was built that will be both scientifically robust and practitioner-friendly.