This paper explores the dynamics of succession in family businesses in Taiwan, particularly focusing on the father-daughter relationship in a traditionally patriarchal society. The research highlights the importance of complementary skills and personalities between fathers and daughters, positing that these differences can create a balanced leadership dynamic that enhances collaboration and facilitates smoother transitions. Additionally, the role of family values, particularly trust, is examined as an influential component impacting the success of daughters in leadership positions. By employing a human capital theoretical perspective, this paper aims to uncover how the interplay of complementary abilities and familial trust can drive effective succession outcomes. Through two Taiwanese case analyses, the study provides empirical insights and practical implications for family businesses navigating the complexities of gender in succession planning.