Nearly three decades since democracy, equitable land reform and redistributive justice continue to elude most South Africans – especially rural women. This chapter argues that traditional leaders’ disproportionate powers account for this failure in ‘traditional areas’. Substantial data and research evidence address (1) how land is a primary site of contestation over traditional leaders’ powers and (un)accountability; (2) how traditional leaders use powers and unaccountability afforded by the apartheid government to stand in the way of democratic governance and economic progress; (3) the citizenship implications of rural people’s subjection to leadership without consultation or choice, and dispossession of ‘informal’, ‘communal’ land rights without consultation or consent, and (4) the direct tie between the impoverished systems of rural democracy and the continued and deepening impoverishment of the people (mostly women) who live in these areas. Analysis of the Itereleng Bakgatla and Ingonyama Trust cases shows how the opportunities and objectives that the Interim Protection of Informal Land Rights Act 31 of 1996 (IPILRA) presents for inclusive land reform remain unrealised.