One of the most important conversations that an academic clinician may ever have in his or her career could be the first one. The initial interview may well be key in regard to defining the clinician’s role, impact, and eventual success. The ability to determine the alignment of academic goals and fit within a department can jump-start a career launch. This critical conversation initiates what could be a lifelong relationship and defines the new faculty member’s value/worth/salary. Despite the significance, clinicians and scientists routinely receive little training or practice in preparation for this first interview. Perhaps more importantly, they do not learn about the process of negotiating a contract. While it is true that all physicians interview for medical school and for a residency, interviewing for the first academic medicine job is very different. This chapter outlines considerations in identifying the right opportunity, preparing for your interview day, making the most of the face-to-face time, and how to follow up for the best outcome.