In a number of situations, analysts offer self-disclosure to advance the patient's analysis. Using clinical vignettes, the author describes circumstances in which the context of analysis may call for such interventions. A distinction is made between self-disclosures embedded in technique such as a precursor to an analysis of a defence, and comments offered as a product of a countertransference enactment. An argument is offered that as analysts become more relaxed in their identities, they also become more responsive to “holding environment” qualities in analyses that may prompt them to use self-disclosure as an intervention. The author recommends that empirical research be done to settle some of the controversies surrounding this practice.