The halfway point for the implementation of the United Nations Sustainable Development Goals (SDGs) was marked in 2023, as set forth in the 2030 Agenda. Geospatial technologies have proven indispensable in assessing and tracking fundamental components of each of the 17 SDGs, including climatological and ecological trends, and changes and humanitarian crises and socio-economic impacts. However, gaps remain in the capacity for geospatial and related digital technologies, like AI, to provide a deeper, more comprehensive understanding of the complex and multi-factorial challenges delineated in the SDGs. Lack of progress toward these goals, and the immense implementation challenges that remain, call for inclusive and holistic approaches, coupled with transformative uses of digital technologies. This paper reviews transdisciplinary, holistic, and participatory approaches to address gaps in ethics and diversity in geospatial and related technologies and to meet the pressing need for bottom-up, community-driven initiatives. Small-scale, community-based initiatives are known to have a systemic and aggregate effect toward macro-economic and global environmental goals. Cybernetic systems thinking approaches are the conceptual framework investigated in this study, as these approaches suggest that a decentralized, polycentric system—for example, each community acting as one node in a larger, global system—has the resilience and capacity to create and sustain positive change, even if it is counter to top-down decisions and mechanisms. Thus, this paper will discuss how holistic systems thinking—societal, political, environmental, and economic choices considered in an interrelated context—may be central to building true resilience to climate change and creating sustainable development pathways. Traditional and Indigenous knowledge (IK) systems around the world hold holistic awareness of human-ecological interactions—practicable, reciprocal relationships developed over time as a cultural approach. This cultural holistic approach is also known as Systemic Literacy, which considers how systems function beyond “mechanical” aspects and include political, philosophical, psychological, emotional, relational, anthropological, and ecological dimensions. When Indigenous-led, these dimensions can be unified into participatory, community-centered conservation practices that support long-term human and environmental well-being. There is a growing recognition of the criticality of Indigenous leadership in sustainability practices, as well as that partnerships with Indigenous peoples and weaving knowledge systems, as a missing link to approaching global ecological crises. This review investigates the inequality in technological systems—the “digital divide” that further inhibits participation by communities and groups that retain knowledge of “place” and may offer the most transformative solutions. Following the review and synthesis, this study presents cybernetics as a bridge of understanding to Indigenous systems thinking. As non-Indigenous scholars, we hope that this study serves to foster informed, productive, and respectful dialogues so that the strength of diverse knowledges might offer whole-systems approaches to decision making that tackle wicked problems. Lastly, we discuss use cases of community-based processes and co-developed geospatial technologies, along with ethical considerations, as avenues toward enhancing equity and making advances in democratizing and decolonizing technology.