AbstractDuring the French Revolutionary and Napoleonic Wars, the British Empire grew through its invasion of Dutch colonies around the Indian Ocean rim. The incursions entwined British and Dutch politics, cultures, and social networks. These developments were significant for the Dutch East Indies, but have received relatively little attention in histories of the Second British Empire. In light of recent interest in Anglo-Dutch interaction, connectivity across empires, and the uses of prosopography to question the boundaries of imperial history, this article uses Dutch biographies to interrogate the relationship between the politics of liberal reform and despotism in the Cape Colony and Java under the British. A dialectic between despotism and liberalism dominates the Second Empire's historiography. Conversely, tracing the biographies of two interstitial figures who passed between the Dutch Empire and that of Britain shows how despotism and reform were connected. The Dutch drew notions of reform from their social networks into the Cape and Java through their manipulation of loyalist rhetoric. Concurrently, the use of such rhetoric legitimized societies and controls linked to the entrenchment of autocracy. This article thus reveals links between connectivity and control in Britain's Indian Ocean empire.