In representing lawyers and law firms of all sizes, there are many issues that present themselves with great frequency. Among those issues are the challenges of representing closely held corporate entities and the conflicts that may arise from actual or perceived representation of the organization's constituent members. A typical situation involves a lawyer being asked by a client to form an entity, and then at some future point, being asked to represent either the company or the member in a dispute with other equity holders. These situations are fraught with peril that can easily lead to disqualification, disciplinary action or potential malpractice liability. This article examines conflicts of interest in the organizational setting and discusses potential consequences from a failure to spot and adequately address such conflicts.