This essay surveys Henry David Thoreau’s extensive commentary on slavery and freedom in the 1840s and 50s, tracking the ways he toggles between the literal (i.e., the institutions of racial chattel and capital’s value-form resisted by civil disobedience and reconfigured by civil war) and the figurative (i.e., the existential and spiritual slavery evaded by the individual and collective attainment of ‘real values’), and how his natural philosophy at once illuminates and obscures the true stakes of his abolitionism and that of (...) his fellow Transcendentalists. It notes that there is much to be said for and much yet to be done on the burgeoning intersectional critique of Transcendentalism, one that highlights both its strengths and limitations—or, at times, its outright problems—regarding race, nation, class, gender, sexuality et al. So too for the literature celebrating Thoreau ‘as much for his politics as his aesthetics,’ avowing how his ‘reform writings and lectures alone have earned him the reputation of being a social activist who didn’t rest on high-minded principles.’ The focus here is adjacent and complementary: to consider the prospects of a Black Transcendentalism that is coeval with and prior to Thoreau's articulation of the principles of ‘Elevation’ and ‘Emancipation.’ Beyond that, it speculates about something like the blackness of Thoreau’s own evolving relation to the political-intellectual movement of Transcendentalism itself. (shrink)