Recent reforms have responded to demographic ageing and fiscal challenges by shifting toward the multipillarization of pensions to achieve financial sustainability. Reforms towards privatization and marketization of retirement income provision occurred in Britain and Germany with different pension system legacies. While public opinion supports largely the status quo, the stakeholders, in particular organized capital and labour, have evolved in their positions towards pension reforms. The analysis seeks to draw out how organized interests have sought to influence mulitipillarization but also adapted their strategies in the context of increasing financialization in the two political economies. The position of trade unions, employers' associations, social advocacy groups and the finance sector has increasingly embraced multipillarization, earlier and more so in Britain than in Germany. A reversal of pension financialization seems no longer possible but the inequalities and uncertainties need to be addressed in order to make multipillarization politically sustainable.