Young people need to help to prepare to plan their future, to consider multiple career options, to be supported to develop positive life trajectories and to cope with social-economic conditions related to uneasiness, discomfort, and confusion. Considering the recent studies and the Life Design approach, the present study aimed at analyzing the relationship between career adaptability, resilience and life satisfaction on Belgian and Italian middle school students' life satisfaction. Specifically was hypothesized that career adaptability, directly and indirectly (i.e., through resilience) would predict life satisfaction in Italian and Belgian middle school students. Furthermore, it was predicted that the conceptual model would be comparable across countries. The data suggest that career adaptability is directly and indirectly, through resilience, related to life satisfaction in both the Italian and Belgium middle school students. These results have important implications for practice notably to support middle school students in their life design process.