<p><strong>Relevance</strong>. In the context of the rapid development of modern urban society, the issues of studying psychological well&ndash;being are becoming increasingly in demand. Of greatest interest is the problem of psychological well&ndash;being among young people who are just starting their professional careers. An important research component on this problem is assertiveness, which manifests as a certain interconnection with the individual&rsquo;s psychological well&ndash;being. <strong>Goal.</strong> This study aims to estimate the well&ndash;being and assertiveness variables among young people. The study sample (N = 627) consists of young men and women aged 18&ndash;34. The study was conducted in Yerevan and some regions of Armenia. <strong>Methods</strong>. The study includes an assessment of well&ndash;being and assertiveness in the groups of employed and unemployed young men and women. We use the BBC Well&ndash;Being Scale, Rathus Assertiveness Schedule (RAS) and Sheinov Assertiveness Questionnaire. <strong>Results</strong>. The high scores (0,624*) on the psychological well&ndash;being variable are positively correlated (p&lt;0,001) with young people&rsquo;s assertive behavior. The study results showed that there is no statistically significant difference in the variables of gender, employment, and education. The &Chi;&sup2; test yielded p values of 0,995 for the gender and education variables, and p values of 0,996 for the employment and education variables. The study results open new opportunities for discussion of the issue from the perspective of the person&rsquo;s educational attainment. Further discussions may deal with young people&rsquo;s capacity to analyze situations creatively, find relevant means to achieve goals and manage their behavior. <strong>Conclusion.</strong> In the groups of young men and women, the variables of relationships, psychological well&ndash;being, and assertiveness positively correlated. This conclusion can be investigated in future studies to elicit the factors of young people's psychological readiness for a changeable labor market and to investigate the characteristics of perception of psychological well&ndash;being.</p>