Healthy relationships and connections with the loved ones in our lives are essential components of development and a sense of identity. While these foundational relationships are crucial contributing factors to wellbeing, challenges such as differencing opinions, conflicting personalities, and wrongdoings make it challenging to maintain meaningful and mutually beneficial relationships beyond transgressions. This capstone book proposal explores components of a strategy for creating a space conducive to redefining meaningful relationships through understanding another's experiences and journey, and building a new relationship for a future together. In this proposal, through a mother and daughter's engagement in a strengths-based questioning intervention, central themes about healthy relationships are undertaken, including how to love others beyond their detrimental mistakes. This proposal explores the difference between restoring a relationship to its former state versus a positive reconciliation approach of cultivating a healthy environment for crafting an entirely new relationship that is authentic, meaningful, and transformative. Contributory factors to relationship breakdowns are examined, primarily the impact of past trauma, as well as benefits to restoring connections. Through the leveraging of character strengths, forgiveness, and perspective, this proposal explains how to overcome pain and shame of past relationship transgressions to reach love and healing.