The more money people have, the easier this is to do. For example, People might buy dental insurance, but perhaps their dentist does not choose to participate in such a plan. The policy is good only if people switch dentists. Solution? Insure themselves. Instead of paying into a policy each month, use the money to build a kitty for future dental bills. Such a fund becomes a self insurance policy. Self insurance works best when the risk is small. Deductibles are, in a sense, self insurance. The more money people have, the higher the deductible can be.