There appears to be few actual case studies in academic or professional literature regarding the overall process of developing a company Web site and even fewer regarding the maintenance of company Web sites. In this paper, we examine the maintenance issues in the Web site development process based on detailed case studies in seven U.K. organizations from the engineering, financial services, retail, manufacturing and education sectors over a two year period. This research indicated that there are numerous issues in Web site design and construction that impact upon future Web site maintenance activities. In particular, this research examined the impact of dynamic Web site data, Web site structure, specific coding for different user groups/Internet browsers/navigators/Internet search engines, Web site documentation and Web site development and testing standards upon future Web site maintenance work.