Many Western countries have ageing populations, and major policy shifts will be necessary to deal with them. Bermuda is no different in this regard and is likely to reach a major milestone in 2017, when the population of seniors is expected to overtake the youth population. The island is likely to experience school closures and increases in taxation. Further, the ageing and decreasing population will also affect college recruitment. Colleges will have to find creative ways to attract and retain students. This is especially true for male students, who tend to be under-represented on college campuses. The article also explores some of the other challenges associated with changing population trends.