At times the Information Systems (IS) major has suffered from declining enrollment. Also, STEM fields such as IS are known to suffer from a lack of gender diversity. This research focuses on why students drop out from IS programs and how to provide actionable feedback to improve student retention, particularly among female students. We use creative self-efficacy (CreaSE) as a theoretical lens to explain student retainment. In particular, as students have more confidence in their ability to solve business problems with IS solutions, they are more likely remain in IS courses. Students who sought help from their instructor and StackOverflow.com developed greater CreaSE. However, women were less likely to seek help in general, which creates unique opportunities for future research.