Introduction In most companies or organizations, information technology is important for the collection, processing, and management of information. The company depends upon the CIO for the management of information technology policies and implementation of information technology projects. Besides this, the CIO is responsible for control expenditure in the IT department and performs administrative work that includes ensuring reliable information communication with partners. The CIO oversees all technology projects of a company and is held accountable in case of any technology failures. In the case of Overstock.com, whose CIO admitted to technological failures, the results of his action of transparency could be disastrous to the company. Information regarding project failures in organizations should remain within an organization and carefully reported outside the company. A culture of openness and transparency regarding vital company information could affect the public image of a company and thus the Overstock.com CIO was wrong to reveal company’s problems to the public. Culture of Transparency Companies like Overstock.com rely on information technology such as the internet to deliver their services, invest heavily on information systems projects. The information systems help to manage customer information including processing of customer orders. The chief information officer’s action of revealing that his company had technological problems with processing customer orders and recommending a major oracle upgrade was a noble step; however, I believe the situation should have been accorded cautious and professional treatment as opposed to public revelation of systems failure. Proper public relations of a company involve maintaining a good public image of the company to retain customers and attract investors. Organizations employ a variety of public relations tactics to improve its image in the public arena (Raymond & Snow, 1992, p.56). Managing vital corporate information helps to enhance corporate reputation, improve investor perceptions, and in manage crises such as information project failures. In the current age of stiff competition, information management through proper corporate communications is important to maintain good company reputation in the public arena. The action by the Overstock.com CIO to reveal technological problems of the company was not good organizational politics. The Chief Information officer oversees the functions of the IT department and is accountable to the Chief executive officer of the company. Informing the CEO, as his supervisor, of the technology problems experienced in the IT department first before revealing it to the public was the best option for the CIO. In addition, he should have informed the CEO of his actions to correct the technological failures including the major oracle upgrade before going public. The CEO’s actions could involve necessary corrective measures to overcome the crisis including even a complete overhaul of the non performing system followed by replacement with a new system. Organizational politics play an important role in creating a democratic working environment in the workplace. However, the organizational structure requires that heads of departments report to the company CEO, who has the overall authority. The action by the Overstock.com CIO to r