In 1958, the Singapore Chinese Chamber of Commerce had to decide whether to remain active in politics, representing not only the commercial interests of the rich but also the views of Chinese society at large, or to function solely as a commercial organisation. The eventual success of the pro-politics faction illustrates the buoyant aspirations of the Chinese merchant elite. The public battle for control over the Chamber shows that Chinese businessmen assessed their options by pragmatically balancing political, economic as well as cultural constraints and opportunities.