Residences for elderly and sick people, self-sufficient or dependent, are varied. To date, the liability profiles of thesestructures are not clearly delineated, andincreasingly often, their operating and organization criteria are entrusted to subnational, regional, or local regulations. Among the various deficits, there is the keeping of a complete and detailed documentation/diary of the patient, the lack of which can generate medico-legal problems.Inthis paper, we presentthree cases of guests in residences for a dependent person brought to the attention of the Institute of Forensic Medicine of the University Hospital of Palermo due to criminal proceedings, where the lack of existing documentationinthe structure and, in some cases,thebehavior of the professionals working there, led the evaluator to deducethe organization’s culpability.