Blended families including half siblings (brothers/sisters who share only one biological parent, most likely a product of divorce and remarriage) are becoming increasingly prevalent in Western societies. Studies have determined the negative outcomes of sharing only one biological parent on familial relationships, but less so on how half siblings may be resilient in the wake of restructuration and cultivate positive relationships overtime and into adulthood. This study applied a systems and resilience perspective to understand how blended family structure influences this unique sibling dyad. This research includes two studies. First, seventeen older half siblings who define their current sibling relationship as positive participated in a retrospective turning points interview. The second study required sixteen additional participants to keep a two-week daily diary on their communication with immediate family members, including half siblings. These two studies combined shed light on the typical communication practices between positive half siblings, including which behaviors contribute to prosocial relational sibling maintenance. Results detailed 23 prosocial relational maintenance behaviors. The maintenance behaviors positivity, joint activities, openness, and parental intervention were most significant in contributing to a positive half sibling relationship. Three novel maintenance behaviors (parental intervention, awareness of maturity, and mentoring behavior) were also identified to contribute to existing maintenance literature. Theoretical and practical implications for scholars and practitioners alike are discussed.