Nowadays stocks are traded electronically instead of manually with an open outcry approach. As a result, business activities of investment banking organizations rely heavily on the availability of their trading systems. Any system failure will directly affect their business and in turn damage their reputation. Due to the complexity of the business, trading of stock requires services provided by many systems even within the same company. Any failure of a single system may stop the business. However, the monitoring of many systems simultaneously is not an easy task. This paper proposes a Web service approach to monitor all the systems related to stock trading within an investment banking organization. We develop a model for specifying how to detect potential system problems quickly, how to escalate the issues to relevant parities on time with an alert mechanism, and how to manage system outages properly.