The challenge of diversification in the medical workforce cannot be ignored. Society and societal norms have also progressed at pace and terms and attitudes that were acceptable are now outdated. Trainers must be professionalised to ensure that training of trainees remains an exemplar role. It is accepted that boys and girls learn differently but have the same potential. Equity of opportunity ensures that the modern society retains and values all genders. By exploring whether these differences continue into the post-graduate education system, the medical profession can accommodate and mitigate to ensure equity. This chapter will explore the need for professional trainers, the educational needs of the modern-day medical trainee, and the challenges that need to be accommodated to ensure that the medical workforce retains a passion long into their careers.