Objective: Despite significant enrollment in community colleges, persistence and graduation rates are quite low. This study aims to better understand how students’ person–environment relationships and self-organization together contribute to the persistence decisions of community college students. Using Spencer et al.’s phenomenological variant on ecological systems theory (PVEST) framework, we aim to clarify the psychological functioning behind students’ persistence that is impacted by diverse systems, including the community college itself, family, and the broader community. Method: This study utilized qualitative interviews with 66 participants across two community colleges. Findings: We find that when participants’ experiences were analyzed through a PVEST frame, a majority of students described having phenomenological experiences around their student/learner identities. The feedback from these experiences prompted participants to negatively or positively reorganize their self-perceptions in regard to how they saw themselves as students and learners; this reorganization led to behaviors that influenced persistence plans. When participants’ microsystems (e.g., family, work, college) intersected, patterns emerged regarding how participants processed environmental feedback that resulted in a cyclical feedback loop, suggesting a more dynamic relationship with environments than previously presented. Contributions: Using PVEST as a framework allows for a more in-depth examination of the interface between students’ psychological foundations, processing of environmental feedback, and the resulting reorganization of self in regard to how role identities (e.g., student) provide greater insight into students’ persistence decisions. This study offers PVEST as an important framework for rethinking previous models of researching and supporting community college student persistence.