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The key objective of this study is to examine the influence of gender and educational level on attitudes toward online shopping. Based on a sample of 140 respondents, it was found that there is a general consensus over the convenience of the medium for information search and making purchase. Singaporeans are in general concerned with Internet privacy and security. Gender differences have a significant effect on the way respondents feel comfortable with not having the ‘real’ shopping experience. Both male and female respondents feel that it is easy to conduct online shopping and they generally encounter minimal problem. Finally, the perception of the Internet providing better prices and more cost savings increases with the level of education.