The current research sought a comprehensive understanding about the consequences of information-sharing behaviour on social media, given public concerns for privacy violations. We used a mixed-methods approach to investigate the influence of the self on “revealing” and emotional “healing” experiences online. Respondents completed a survey measuring sense of self, motivations for using social media, as well as revealing and healing attitudes, and behaviour. We conducted a principal component factor analysis on separate parts of the survey and ran Pearson correlations relating the emerging factors. Qualitative data describing experiences of online self-disclosure were used to illustrate the correlational findings. The “revealing” factors contrasted adaptive posting (i.e., self-regulated and concerned) with maladaptive, trusted, and naïve posting practices. The sense of self, as well as motivations for social media use, driven by social or emotional needs, influenced whether users engaged in destructive posting behaviours. The “healing” factors were associated with positive motivations for self-disclosure, seeking a supportive online community, and building resilience. Correlational data revealed that respondents with a secure sense of self did not feel the need to self-disclose online as much as those who were asocial or insecure. Motivations to self-disclose online and experiences of “healing,” with the help of a supportive online community, depended on whether the sense of self was secure, insecure, or asocial.