This article examines a particular village—Kunkeri—in Konkan, Maharashtra, characterized by persistent mass outmigration for over five decades, by combining a field study in 2017 with detailed ethnographic and statistical baseline data collected by the Census of India in 1961 and 1987. It documents the increase in outmigration rates, catch-up in outmigration intensities by the lowest castes to those of the upper castes, diversification of household migration strategies and outmigrants’ occupations, the lessening of single-male migration strategies, the presence of a diasporic association and the growing significance of commuting and migration for education. Yet, despite mass outmigration and a general rise in the standard of living across castes, we observe strong continuity in the distribution of castes and land ownership structures within Kunkeri. These findings point to both the transformative and status-quo preserving features of persistent mass migration from rural India.