This chapter examines Liz Cheney's endorsement of Kamala Harris amid the current political climate, dissecting the implications of Cheney's alignment with historically Republican figures. The discussion critiques the moral complexities of such endorsements and the strategic value they hold for both sides, questioning whether they could be politically damaging. Additionally, it explores the ideological shifts within the Republican Party, particularly in relation to Trump's influence and the legacy of the Bush-Cheney administration.