While the 73^rd and 74^th constitutional amendments contributed to the increase in women elected representatives in the Indian political ecosystem, the efficacy of this phenomenon has been questioned multiple times. The evidence points out that electoral participation is merely a symbolic gesture, which ultimately undercuts women’s empowerment by co-opting them into a patently corrupt, male-dominated political system. It is widely acknowledged that the political journey is not smooth for elected women representatives (EWR) in a patriarchal society, which is further divided on caste lines. Due to the existing structural challenges and insufficient support system, EWRs take a longer time to understand their responsibilities and perform their duties effectively. Training and awareness-building programmes of the state government and NGOs have had limited success in solving these challenges. Therefore, this research project was taken up by faculty and students of Azim Premji University to understand the challenges faced by EWRs, and thereby, design training modules, which will help them resolve these challenges. Data collection was done in seven panchayats around Azim Premji University. EWRs along with other respondents have given us substantial insights based on which an attempt to create a typology of challenges by EWRs is made.