Jack assemblies having cylindrical contacts are provided. For example, an enclosure may provide a cavity with a longitudinal axis for receiving an electrical plug. The jack assembly may also include at least one jack contact positioned in the cavity. The jack contact may include a first end region extending about at least a portion of the axis and a contact region extending from the first end region towards the axis. The first end region may extend completely about the axis or just about a portion of the axis. The contact region may deflect and contact a first conductive region of the plug in multiple contact areas when the plug is inserted into the cavity.