In this international collaborative case study, American and Italian authors applied a hypothetical philanthropic case scenario to the recent graduation of the first student with nonverbal autism at the University of Central Italy in order to examine the potential impact a private donation would have on various institutional constituents. A series of questions was developed to prompt further discussion at institutions of higher learning that could lead to efforts to better assist students with disabilities. The goal of these questions is to initiate a dialogue with constituents about institutional capacity to receive a generous donation and for the constituents to consider the potential impact said donation could have on university administration, faculty, and students, as well as on the donor.