Several studies have shown that women in top positions tend to hinder and mistreat other women; this phenomenon is known in the literature under the term “Queen bee syndrome”. The aim of this study is to investigate whether Queen bee syndrome is also present within the Italian Sports Federations. To this end, an online questionnaire was administered to Italian female coaches (n = 516). From the statistical analyses, it emerged that coaches in the 40–49 age group attribute to themselves more masculine than feminine adjectives (Bem Sex-Role Inventory, BSRI), and also score higher on the gender stereotype scales, the Attitudes Towards Women Scale (d = −0.1189, p < 0.05) and the Macho Scale, compared to trainers in the 18–29 age group (d = −0.1681, p < 0.05). Moreover, a positive correlation emerges between the scores obtained on the Attitudes Towards Women Scale and Macho Scale (r = 0.600, p <0.01) and between organizational support and affective attachment to the organization (r = 0.529, p <0.01). Overall, all the results seem to show the presence of the Queen bee syndrome within the Italian Sports Federations. In the future, it will be interesting to evaluate additional variables involved in this phenomenon.