Automaticity of performance and the ability to anticipate adverse events are the characteristics that define an expert surgeon. Developing these skills requires not only procedural volume but also competency-based approaches. Simulation-based training has emerged as an innovative solution, allowing trainees to refine their techniques before practicing on patients. In the field of reproductive endocrinology and infertility procedures such as oocyte retrieval and embryo transfer significantly impact clinical outcomes. This study aims to analyze skill acquisition in performing assisted reproductive technology procedures following two training sessions with high-fidelity simulators for both oocyte retrieval and embryo transfer. This prospective, single-center study was conducted at the IVF center of the University Hospital of Padua between May 1 and September 30, 2024. Thirty-four Ob/Gyn residents with no prior experience participated in the training sessions. For oocyte retrieval, data were collected on procedure duration, number of aspirated follicles, precision of follicle aspiration, and incidence of adverse events. For embryo transfer, parameters included procedure duration, embryo release position in the uterus, fundal touches, and release velocity of the embryo. Results showed significant improvements in efficiency, speed, and accuracy for both procedures. A notable reduction in surgical complications was observed during oocyte retrieval training. These findings confirm that simulator-based training is an effective and valuable tool and should be integrated into assisted reproductive technology training programs to enhance clinical competence and patient safety.