Entrepreneurship has greater significance for a developing country such as china, India. The major drawback that hinder a retail enterprise from being profitable is lack of planning, skilled professionals, poor talent mix and accessibility. The entrepreneurs should have up-to-date knowledge to cope with the changes. This paper has tested the hypothesis of differences in profitability of retail enterprises and problems of entrepreneurs among three segments (Trade, Manufacturing and Services) of retail sector and inferred that there are significant differences in problem of raw material, finance, technical and managerial assistance of entrepreneurs. No significant differences have been found in the problems of power, labor, marketing and profitability among three different segments of retail enterprises.