Important variables related to transfer information & communication technologies (ICT) training include the individual's perceived motivation to learn, motivation to transfer, and intention to transfer the ICT training. Most previous studies investigate the transfer of ICT training and its application in the daily teaching practice by ordinary teachers, usually neglecting the important population of the teachers' trainers. These teachers' trainers receive advanced ICT training before start training their colleagues. Therefore, the main purpose of this study is to investigate the teachers' trainers' transfer of ICT training analyzing the structural relationships of their afore-mentioned variables with their gender, ICT self-efficacy, and a set of ICT individual factors. The study employed structural equation modeling using data collected from 117 teachers' trainers in primary and secondary education who participated in a national ICT Transfer Training Programme for teachers' trainers in Greece. The results reveal strong associations between ICT-related self-efficacy and transfer training measures. Both gender and ICT factors cause significant differences in the levels of their ICT self-efficacy measures. ICT expertise and gender highlight significant relationship paths in the model, while gender seems to play a moderating role as well.