Urban and spatial planning is culturally rooted. Clearly the factors affecting planning cultures are all in constant change. Planning practice has been exposed to major changes for more than 25 years now in Hungary. Investigating young professionals' challenges caused by the gap between the theory of planning and real-life planning practice has been largely ignored by both planning scholars and planning professionals in Hungary. It is of the utmost importance that the gaps identified and examined in the Hungarian context are as much rooted in the planning culture as planning practice itself. This chapter focuses on the urban planners as strategic planners; therefore, the issue of a mismatch was approached by examining publications—which are quite scarce—by scholars of geography and regional science. Renowned representatives of regional science introduced the issue of gaps between education and real life in scientific discourse.