The detection of deception at an interpersonal level is a core consideration and skill for professionals working in the field of forensic psychology. This chapter outlines the complexities of the task and emphasizes the need for a holistic approach. Whether interviewing suspects of crime, judging the credibility of defendants in court, or assessing offenders post-conviction, the task is manifestly difficult for professionals in any field. This challenge requires the acknowledgement of the influences within the dyadic interaction: that is, the deceiver and the target(s). Perhaps one of the most pertinent considerations for individuals who engage with complex forensic groups is the concept of the chameleon offender. Practitioners should consider that each suspect/offender has the potential to be different from another, different at different times, and so on. An additional complication occurs with the presence and influence of third parties such as solicitors, appropriate adults, and interpreters.