This paper described the new realities regarding information systems and the current management practices of contemporary information system that impact pedagogy. A possible solution to the current gap in enrollments and disconnect with industry is introduced and explained. In sum, the authors offer a novel method for the introductory Information Systems course. This approach addresses each of the IS 2010 learning outcomes while also giving students practical hands on experience with cloud-based enterprise class software. This course has potential to increase the realism and applied nature within an introductory course. The learning outcomes and the “flipped classroom” approach is explained in detail.