Previous researchers have undertaken detailed examinations of the factors impacting on aspirant perceptions of tourism and hospitality careers. This paper moves beyond personal and internal dimensions to explore business conditions in the cities where hospitality and tourism students are studying or where recent graduates are making their careers. By examining the prevalent business environments in cities in both North America (Calgary) and in Asia (Macau), the researchers show how such settings influence the perceptions of hospitality and tourism aspirants towards their industry futures, including peer influence.