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Prison system in Assam owes its origin and structure to the British colonizers. Colonial administrator John M'Cosh mentions in Topography of Assam (1837) that by the year 1833 the East India Company had already established jails in prominent administrative sites like Guwahati and Goalpara. From the mid-twentieth century, one can witness an increasing concern in academic disciplines like psychiatry, psychology, sociology, criminology and philosophy with the notion and the praxis of incarceration in the colonies. This paper will attempt to foreground the unexplored dimensions of incarceration in colonial jails with a special focus on the frontier province of Assam through an analysis of Sangrami Jibonor Atmakatha (2011), the autobiography of Robin Kakati, an eminent freedom fighter, Gandhian who courted multiple arrests as a satyagrahi. His autobiography unravels some of the most intricate details of prison life in colonial Assam, especially in Jorhat Central Prison where he was confined with some of the most prominent freedom fighters of the time like Nilamoni Phukan, Bimala Prasad Chaliha, Kamala Miri, Gopinath Bardoloi and others. The primary objective of this paper is to study the evolution of the system of incarceration in Assam during the colonial period by highlighting critical perspectives on forms of punishment, humiliation, subjection, classification and reform within the gaol through testimonies of freedom fighters. [ABSTRACT FROM AUTHOR]