A monitor located between a Web browser and a server upon which a server application is running. The monitor is useful for recording a set of URLs (sometimes referred to as a “request list”) that issue from the Web browser during a sample interactive session between the user of the client machine and the server application. The URL request list trace or session “workload” may then be used to benchmark the server application by supplying the information as an input to a set of HTTP submitter routines. Each HTTP submitter routine simulates a particular user of a client machine connected to the server application. Each routine then “replays” the interactive session recorded by the monitor so that the overall performance of the server application against “multiple” simulated users may be evaluated.