Introduction The success of any organization must be able to determine its strength and weaknesses (Denolf, Trienekens, Wognum, van der Vorst, & Omta, 2015). The paper at hand is aimed to analyze how the Critical Success Factors (CSFs) can be applied to the case study “Boss, I Think Someone Stole Our Data” to understand the level of organizational readiness, benefits of the company, and risk factors that will have to be addressed. The analysis will be supported by case examples and recommendations on risk management. Initial categories of risk are going to be identified and presented using the Example Risk Checklist. Critical Success Factors (CSFs) Regardless of the service or product, the organization offers, its success is determined by its ability to observe and maintain Critical Success Factors (CSFs). If the company fails to ensure that all the criteria are met, even the most elaborately designed project is likely to fail (Buh, Kovačič, & Indihar Štemberger, 2015). CSFs refers to a set of particular business characteristics (typically limited by 8) that may exercise a direct or indirect influence upon the viability of the idea underlying it and, therefore, upon the effectiveness of the expected outcome. The problem with CSFs is that they cannot be clearly defined as they are not universal for all enterprises. Every business and even every project within the same company may have its unique CSFs (Tan, Shen, Langston, Lu, & Yam, 2014). However, it is still possible to identify their major types:   * industry CSFs (appearing as a set of standards for a particular field or industry);   * strategy CSFs (characterizing the most effective, competitive parameters of the strategy selected within the business);   * environmental CSFs (referring to the most favorable strategic moves in the given economic circumstances);   * temporal CSFs (those that may not be permanent for the business but are used to meet the current needs of the organization to foster its future development) (Romanosky, Hoffman, & Acquisti, 2014). As far as the given case study (Flayton Electronics) is concerned, the most demonstrative example from the case that allows determining the main CSFs is the issue of a data breach and the information security system that is currently unable to protect the information from unauthorized use. It is clear from the case that the company’s secret data can be modified, recorded, and even destroyed by third-side parties due to the staff’s negligence. Since the organization is unable to provide integrity and confidentiality, this means that security is presently the most pressing problem that has to be addressed by the major business strategy. This implies that not only computer systems must protect information from disclosure but also managers and employees must receive proper training to be capable of quickly resolving the situation in case another data breach suddenly occurs. Therefore, the most applicable CSFs at the current stage of its development are:   * staff education and coaching;   * management loyalty and commitment;   * staff motivation and orientation;   * high-quality data and reporting systems;   * improved protection of computers;   * improved system of communication;