What began as simple homepages that listed favorite Web sites in the early 1990’s have grown into some of the most sophisticated, enormous collections of searchable, organized data in history. These Web sites are search engines—the golden gateways to the Internet—and they are used by virtually everyone. Search engines, particularly Google, log and stamp each and every search made by end-users and use that collected data for their own purposes. The data is used for an assortment of business advantages, some which the general population is not privy too, and most of which the casual end-user is typically unfamiliar with. In a world where technology gives users many conveniences, one must weigh the benefits of those conveniences against the potential intrusions of personal privacy. Google’s main stream of revenue is their content-targeted “AdWords” program. AdWords—while not a direct instance of personal privacy breach—marks a growing trend in invading personal space in order to deliver personalized content. Gmail, Google’s free Web-based e-mail service, marked a new evolution in these procedures, scanning personal e-mail messages to deliver targeted advertisements. Google has an appetite for data, and their hundreds of millions of users deliver that every week. With their eyes on moving into radio, television, print, establishing an Internet service provider, furthering yet the technology of AdWords, as well as creating and furthering technology in many other ventures, one must back up and examine the potential privacy and intrusion risks associated with the technological conveniences being provided.