The purpose of this study was to understand in-depth the process of counselor's ‘observing self’ experience and its influencing factors. To this end, 10 counselors with more than 10 years of counseling experience were selected as study participants. Data were collected by conducting in-depth interviews on their experience of observing self, and it was analyzed in three stages according to the data analysis method of Charmaz's constructivist grounded theory: initial coding, focused coding and theoretical coding. As a result of data analysis, 141 semantic units were extracted through initial coding, and 43 subcategories and 14 categories were derived through focused coding. After that, theoretical coding was carried out, and it was derived into four stages: self-limitation stage, self-confrontation stage, acceptance and letting go stage, and self-expansion stage, and three characteristics, such as personal characteristics, relational characteristics, and practical characteristics, were found to influence this process. Based on this, constructing a story about the couselor's experience of observing self is the process of experiencing 'shakable self', 'contemplating self', 'self as it is', and 'transcendent self' through the self-limiting stage, self-confrontation stage, acceptance and letting go stage, and self-expansion stage, and these four types of self circulate with each other and transition to a transcendent identity. Based on these results, the process of counselor's observing self experience and its influencing factors were discussed, and finally, the significance of the study and suggestions for follow-up studies were presented.