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This study aims to capture descriptive data on how mentors self‐disclose to their adolescent mentees. Self‐disclosure is a normative communication process that facilitates trust and closeness in interpersonal relationships. Despite being a relational intervention, little is known about self‐disclosure in youth‐mentoring relationships. A total of 54 mentors from 2 community‐based mentoring programs in Auckland, New Zealand, participated in this mixed‐methods study about their experiences of disclosing to mentees via an online questionnaire. In this sample, mentors disclosed about various topics, including hobbies, school and work, health, beliefs, self‐esteem, substance use, emotions, sex, and money. Qualitative analysis identified themes regarding how mentors self‐disclose, disclosure influencing positive relationship characteristics, the influence of mentoring programs, challenges with mentee interest and culture clashes, and the perceived effect of self‐disclosure on mentees and the mentoring relationship. These mentors disclosed broadly and viewed generally self‐disclosure in a positive way, but they also experienced challenges and complexities. [ABSTRACT FROM AUTHOR]