Publisher Summary This chapter discusses one of the most powerful aspects of Metasploit that tends to be overlooked by most users: its ability to significantly reduce the amount of time and background knowledge necessary to develop functional exploits. By working through real-world vulnerability against a popular closed-source Web server, the reader will learn the way to use the tools and features of Metasploit Framework (MSF), to quickly build a reliable buffer overflow attack as a standalone exploit. The chapter also explains the way to integrate an exploit directly into the MSF by providing a line-by-line analysis of an integrated exploit module. Details about the way the Metasploit engine drives the behind-the-scenes exploitation process will be covered, and along the way the advantages of exploitation frameworks is discussed in the chapter. Its aim is to detail the usefulness of the Metasploit project tools while bridging the gap between exploitation theory and practice.