Software development methodology refers to a standardised, documented methodology which has been used before on similar projects or one which is used habitually within an choice of software development method, and applying the right method for the job. From this perspective, the portlet development encounters new circumstances which affect the chosen method. A portal development manager must be aware of the technological properties and constraints, because there development and deployment processes. These issues are not well defined yet; there is no proven methodology for driving portal projects. This article provides discussion of practical approaches to the resolution of development issues and risks in portal environment. The discussed topics include implementation of portals in enterprise environment, portlet applications’ high availability, portlet disaster recovery, and cost of portlet deployment. An attempt is made to forecast future trends in portlet technology at the end of the article, as well as suggest the directions for the flexible selection of methodologies and managerial experience suited to the portal development.