1968 saw a wave of protests and student radicalism in India, some of the tactics and issues of which were reminiscent of those in Europe and North America. The anti-imperialist theme was similarly strident, and the student and youth movement posed serious challenges to the old established Left, sharing traits of a global New Left agenda. The upsurge of post-independence radicalism in India, however, drew on different historical legacies, and exhibited many specific features, all of which culminated in the student and youth upsurge of 1968–69. In order to demonstrate the complex history and legacy of 60s radicalism in India, this essay takes us back to the sixties in Kolkata when the insurgent movement in West Bengal had developed the tactic of occupation, which helped the movement crystallize and caused, ironically, the undoing of the mobilization in the end. Occupy as a tactic thus has a history, and the radicals of today perhaps in their enthusiasm for the New Left ethos have ignored the history of the insurgent tactics of the past, especially tactics developed in the postcolonial context.