In an entry assistance apparatus, when the user makes handwritten entry on a medium, a detector detects person condition information on a condition regarding the body of the user. The person condition information may include either or both of positional information on the position of the user and postural information on the posture of the user. Based on the person condition information, a condition estimator estimates one or more conditions of the user. Based on the condition of the user, a presentation information selector selects presentation information on one or more information contents to be presented to the user. The information content indicated by the presentation information will be presented to the user by an information presenter.