Experiencing failure is an important part of the learning process, but undergraduate students often hold a negative perception of failure that may contribute to fear of failure and risk avoidance. We investigated the influence of instructor feedback, discussions of failure in the classroom, and course-level and institutional structures on students' view of failure across disciplines. Undergraduate students at the University of Toronto Mississauga participated in an online survey (n = 304) consisting of Likert-scaled and open-ended questions on perceptions of failure, experience with instructor feedback, likelihood to engage in help-seeking, and course- and institutional-level suggestions to support learning from failure. When instructors discussed with their students how to best respond to feedback, students were more likely to view small failures as a helpful part of the learning process. Further, when instructors discussed strategies to best respond to failure, students were more likely to view failure as helpful for learning and less likely to view weak performance early in a course as an indication of future weak performance. Student-identified strategies to better support resilience included improved communication between students and instructors, in peer-to-peer conversations, and by the institution more broadly. Across all three areas, students expressed a desire for systems of higher education to destigmatize failure through changes in both rhetoric and policy. This suggests the incorporation of meaningful conversations and failure narratives in the classroom and beyond are effective strategies to encourage the development of resilience-based skills. Such discussions may help students engage positively with failure and maintain willingness to engage in future challenges.