The purpose of this article is to discuss the You-Pick-5: 1-Experience, 1-Slide, 1-Minute learning strategy, which draws from the concepts of co-curricular involvement, classroom engagement, and transferable skills. This learning strategy is unique in that it blends academic concepts with student-selected co-curricular activities and intentionally fosters the development of transferable skills like communication, critical thinking, technological proficiency, and professionalism. The learning strategy was developed for use in a first-year college course focused on the concepts of happiness and success within the realms of work, play, and education.