We explored the effectiveness of compliance-gaining strategies on college student-athletes (N = 228) in three request situations (i.e., seeking a tutor, attending a weekly academic appointment, and faithfully attending class). The study revealed several key findings: a) Student-athletes perceive the compliance-gaining strategy of negative altercasting as unlikely to persuade them in any of the three situations; b) student-athletes do not rate the compliance-gaining strategies differently among the three request situations; and c) when using the compliance-gaining strategies of negative self-feeling and negative altercasting, advisors should consider the type of request situation, because the persuasiveness of these two strategies is situationally dependent. Practical applications for advisors, along with directions for future research, are considered.