This chapter discusses the policing of cybercrime, including law enforcement approaches, digital forensics, and intelligence strategy, as well as how detectives function as knowledge workers. In addition, focus will be placed upon law enforcement and policing challenges related to cybercrime. Two case studies involving global travel fraud and CEO fraud will be presented. The path of knowledge workers will be investigated through the introduction of theoretical and empirical knowledge requirements to detect, investigate, and prosecute cybercriminals. There is a basic assumption that one cannot fight someone they do not understand, and one cannot fight something they do not understand. Currently, many law enforcement officials claim that digital fraudsters are very sophisticated. Perhaps one reason for this claim is that some officials simply do not understand what is going on.