Professional uncertainty is a feature of generalist social work practice, particularly for students completing their social work education or those new to the profession. This study saw graduating Bachelor of Social Work students (N = 34) engage in a 15-minute interview with a Standardized Client (SC) in an Objective Structured Clinical Examination on a case vignette with the mother of a transgender person. Following the interview, participants responded to structured reflection questions. Responses revealed that almost half (n = 16) the sample disclosed feelings of uncertainty and lack of knowledge regarding the clinical issue. Thematic analysis of the responses revealed the following themes: 1. Manifestations of Uncertainty; 2. Strategies to Manage Uncertainty; and 3. Navigating Uncertainty in Future Practice. This paper offers suggestions for social work educators to address students' feelings of uncertainty and lack of knowledge in generalist social work practice.