Included in the terms of a purchase or lease agreement, particularly pertaining to automobiles, a party having a business relationship with the seller or lessor, or the seller or lessor itself, agrees to provide a policy, including at least collision and/or comprehensive coverage, to a qualified buyer. The insurance coverage protects against losses related to the item being purchased or leased for a predetermined period of time. To be qualified, the purchaser or lessor must reside in a particular geographic region and purchase or lease, for example, a particular make and model of automobile. No further characteristics of the purchaser or lessor are considered in obtaining the insurance policy. The sale or lease of the item and provision of the insurance policy may be completed over a computer network, such as the Internet.