A system and method of automating and managing bids within the context of an Internet auction is disclosed. The present invention permits continuous monitoring and verification of auctions on the Internet based on criterion such as highest bid on an item, maximum permissible bid, and a restriction on the number of successful bids in the auctions by any given participant (0109). The present invention permits embodiments incorporating an auction profile database (0101) that is generated by an auction profile configuration tool (0102) to act as input to an item search manager (0104) that takes data from an item database (0105) and control from an item selector (0103) to then interact with an auction bid controller (0106) that communicates with the remote auction site via an auction command interface (0107).In accordance with another embodiment of the present invention, an information processing system and computer readable storage medium is disclosed for carrying out the above method.