Pregnancy is one of several events in the life of an analyst which may affect an analysis, calling for special technical considerations. For the analyst, this exception to the tenet of anonymity, along with countertransference guilt, narcissistic preoccupation, heightened infantile conflicts, and intense patient responses, may stimulate anxiety that becomes focused on the timing and manner of informing the patient. For the patient, preoccupation with the timing of the telling may serve as a displacement from other meanings of the pregnancy. Candidate analysts may face particular difficulties managing the impact of their pregnancies on control cases. We address practical and technical considerations in telling, the transference and countertransference surrounding it, ethical concerns, and the challenges of supervising a pregnant candidate.