Processes that unfold over individuals' life courses are often associated with inequalities later in life. The literature lacks methodological approaches to analyze inequalities in outcomes between groups, for example, between women and men, in a life-course-sensitive manner. We propose a combination of methods--of sequence analysis, which enables us to study the multidimensional complexity of life courses with Kitagawa-Oaxaca-Blinder decomposition. This approach allows us to distinguish the share of inequalities between groups that is due to group-specific life courses from the share that is due to group-specific returns to similar life courses. We illustrate the combination of the two methods by analyzing work-family life courses and gender pension gaps in Italy and Germany. Our contribution is to systematically compare possible core analytical choices when combining typologies derived using sequence analysis with the Kitagawa-Oaxaca-Blinder decomposition. For future applications, we propose a set of practical guidelines for sequence analysis--Kitagawa-Oaxaca-Blinder decomposition.