The paper is a qualitative literary study of how life choices and individualism intertwine in Robert Frost's 1916 poem "The Road Not Taken." The poem is considered one of Frost's most significant works. It uses symbolic division to question the problems of human choice, free will, and self-reflection, thereby dealing with the process of self-formation. Using thematic interpretation and close textual analysis, complemented by a systematic review of academic literature published since 1999, the study investigates how metaphor, imagery, tone, and structural ambiguity communicate the psychological, philosophical, and existential aspects of choice. The results show that Frost views life choices as ambiguous and consequential, with a focus on introspection, anticipation, and retrospective sense-making. The poem's main metaphor conveys the universality of the decision-making process and the individual responsibility taken in personal activity. A theme of individualism also develops, supported by lexical clues such as seldom and difference, which indicate the conflict between social norms and individual freedom. The reflection is inseparable from agency, and the analysis shows that people reconstruct the meaning of their decisions through memory and narrative. The comparative study also shows that the literary elements used by Frost, such as metaphor, ambiguity, and narrative point of view, shed light on both the cognitive and emotional aspects of decision-making, prompting the reader to engage in interpretation. In theory, this study broadens the application of literary, psychological, and philosophical theories to deepen understanding of autonomy, agency, and reflective cognition in poetry. In practice, the findings highlight the usefulness of the poem as an educational, counseling, and personal-development tool that fosters critical thinking about choice and responsibility. The weaknesses of the research are that it is qualitative and focused on textual analysis, and that the study lacks empirical evidence on reader responses, thereby indicating potential areas for future research that can utilize cross-cultural, longitudinal, or experimental research designs. On the whole, the paper has shown that The Road Not Taken has remained relevant in terms of its decision-making, individualism, and self-reflection, even in current human agency discourses.