The aim of this article is to study, using various methods, the influence of gender, level of economic well-being, university status, origin and year of study on the self-confidence and assertiveness of modern students studying within the Bologna system (from 1 to 3 courses). As a result of the analysis of theoretical, scientific and practical bibliographic sources on the research problem, we present foreign researchers’ various points of view on the concepts of «self-confidence», «assertiveness» and what influences them. The research sample consisted of 315 participants, 110 men and 205 women, aged 18 to 30 years (M = 20.5). The participants were the representatives of higher educational institutions from the Republic of Moldova (Western Europe) and volunteers from the Internet, students of full-time and part-time education. The results of the study showed that students of private universities are more self-confident and assertive than students of state ones; male students are more self-confident than female students, but equal in assertiveness; students with a high level of economic well-being turned out to be the most confident and assertive, students with an average level of economic well-being were slightly less self-confident and assertive, and students with a low level of economic well-being turned out to be the least confident and assertive; students from rural areas are more self-confident, but equal in assertiveness with urban ones; 2nd year students are more self-confident and assertive than students 3 and 1, whose assertiveness is equal. Self-confidence has long been of growing interest among researchers, because this quality makes people happy, promotes allround development, increases communication efficiency, and its absence impedes personal development and reduces efficiency. Assertive behavior is also important for modern students because it is based on balance. A person is frank about his intentions, but at the same time he/she considers the rights and needs of other people. In this case, the student is confident and draws from this the strength to state his/her point of view in a firmly fair and balanced way.