Indonesia is not a comfortable place for women for unmarried, educated career women. Most of such women often experience pressures, inequalities and discriminations. This study seeks to explore overt and covert discrimination, stereotypes, and prejudices in their work, family, and neighborhood life. Respondents consisted of 34 friends, and their acquaintances, living in Pekanbaru, Jakarta, Solo, Yogyakarta, Bali, and Columbus with the following characteristics: single, age 28 or older, having received at least a bachelor’s degree, and employed. The participants were recruited with purposive sampling by inviting those who met the above criteria. To get detailed verbal prejudices and discrimination, the author conducted a survey by means of a questionnaire and various forms of communication with several target respondents. Detailed data were achieved by in-depth informal interviews with respondents to evoke their memories and; past conversations; with their parents; and families. The questionnaires and interviews showed that the participants, parents, and family were anxious about the unmarried status of educated women in Indonesia resulting in intolerance towards them. The participants’ responses were based upon a five-point scale. The results showed that Indonesian society continues to discriminate against educated, unmarried career women unconsciously and consciously.