This paper delves into the intricate dynamics of trust-building between museums and community organizations, proposing a paradigm shift in understanding professional relationships, likening them to personal relationships with their inherent complexities. The authors examine the common perception of "soft skills", as well as prevailing institutional power imbalances and financial constraints that affect the capacity for community engagement. It sheds light on the challenges faced by professionals tasked with relationship-building outside conventional office hours and spaces, calling for a reevaluation of professional norms that might hinder authentic engagement. Drawing an analogy to an ecological relationship, the authors highlight the interconnectedness of actions within communities, akin to a watershed, scrutinizing the impact museums have on their communities and downstream partners, and urging reflection on responsibilities and accountability for societal consequences. Relationships between organizations, like relationships between people are essentially organic, and often messy as they evolve and grow. The authors emphasize the need for sustained investment in effective, reciprocal community engagement beyond mere cleanup efforts. Ultimately, this argument calls upon museums to proactively address root causes, invest in robust community relationships, and revamp institutional practices to foster accountable, sustainable community partnerships.