Background: Over the past few years awareness on gender dysphoria has risen but accessing healthcare as a transgender person (TGP) is still challenging. Deficits in training of residents may contribute to disparities impacting their health. Hence, the pressing priority is to understand the unique need of the TGP and be equipped to offer them competent care. The aim of the current study was to assess the comfort, knowledge and training of the Obstetrics and Gynaecology residents in Tamil Nadu with regard to transgender healthcare. Methods: This was a cross sectional survey sent as a Google Form electronically to 100 residents who had recently completed their residency in obstetrics and gynecology in Tamil Nadu. The questions were designed to assess their knowledge and experience in the care of transgender population. Microsoft Excel software was used to analyze the results Results: The response rate for the survey was 67%. Among them, 47.1% of the residents were unaware of the current recommendations for Gender Reassignment Surgery. The expertise related to transition of people with gender dysphoria and the hormonal regimen wanted for them were lacking. While half of the residents realized their lack of competency in caring for TGP, 98.5% were ready for under going further training to improve their knowledge. Conclusions: It was observed that the residents did not have enough training and competency to adequately care for the TGP though they are ready to upskill their knowledge. Hence, efforts should be made to incorporate training modules for TGP care in Indian OBG residency curriculum and train the upcoming residents to offer quality care to all.