Folksonomy systems provide a way for users to share and organize bookmarks. The social relationship among users has become stronger with the rapid development of new technologies. Finding the leading objects has become an important topic. These research topics are always centered around finding the most popular pages or experts. In this paper, we propose a new notion of expertise, which we call user insight. User insight denotes the user's expertise in finding Web pages that are useful or have the potential to be popular pages before other users find them. To address the issue, we refer to three major types of Web pages, namely, isolated, well-known, and burgeoning. Burgeoning pages are exceptionally useful and attractive for users in a folksonomy system. In our paper, we build a time-based algorithm to estimate user insight. In addition, we discuss the social relationship within fan networks, and we propose a link-based algorithm called CAIS (Community-based Annotation Insight Search) to realize the reinforcement between users, communities and pages. Finally, we design several experiments to evaluate the performance of CAIS and compare it to other approaches. We prove that CAIS has a better performance for the user ranking of simulated data and real data from Del.ici.ous.