This paper mainly tries to find out if there is any gender wise difference in regard to self-esteem, career maturity and academic background among the students at under graduate level. Stratified random sampling technique was used for selecting the sample comprising of 600 under graduate students from 13 colleges affiliated to University of Calcutta. Self-Esteem Inventory (SEI) developed By Singh and Srivastava (2010), Career Maturity Inventory (CMI) developed by Joshi and Chauhan (2015) and self-made Interview Schedule for measuring the academic background of the students were used for collecting data. Data were analyzed by using Mean, Standard Deviation (S.D.) and t-test. The findings of the study revealed that comparatively male students scored significantly higher than the female students in regard to self-esteem. However, in regard to career maturity and academic background no significant difference was found between male and female students of under graduate level.