Such is the importance of financial markets and such is the potential impact of their failure on entities and households well outside these markets that careful regulation of these markets is called for. This regulation should be based on the foundation of a clearly-written publicly-stated set of objectives. One of these objectives ought to be the mitigation of systemic risk, that is the risk that the actions of a financial-sector entity could trigger widespread damage to large parts of the financial markets and to the real economy. Establishing and utilising an appropriate mix of regulatory methods, however, is rendered extraordinarily challenging by the intrinsic complexity, delicacy even, of these markets. This paper explores these issues, applies them to insurance markets, in general and then in South Africa, and asks whether more could be done by South Africa’s insurance regulators to mitigate the risk of systemic risk attributable to the country’s insurers.