The purpose of this research is to investigate the decision-making process for cybersecurity investments in organizations through development and utilization of a digital cybersecurity risk management framework. The initial article, Optimum Spending on Cybersecurity Measures is published on Emerald Insight at: https://www.emerald.com/insight/1750-6166.htm, contains the detailed literature review, and the data results from Phase I and Phase II of this research REF _Ref61862658 \r \h \* MERGEFORMAT [1]. This article will highlight the research completed in the area of organizational decision-making on cybersecurity spend. In leveraging the review of additional studies, this research utilizes a regression framework and case study methodology to demonstrate that effective risk-based decisions are necessary when implementing cybersecurity controls. Through regression analysis, the effectiveness of current implemented cybersecurity measures in organizations is explored when connecting a dependent variable with several independent variables. The focus of this article is on the strategic decisions made by organizations when implementing cybersecurity measures. This research belongs to the area of risk management, and various models within the field of 1) information security; 2) strategic management; and 3) organizational decision-making to determine optimum spending on cybersecurity measures for risk taking organizations. This research resulted in the development of a cyber risk investment model and a digital cybersecurity risk management framework. Using a case study methodology, this model and framework were leveraged to evaluate and implement cybersecurity measures. The case study methodology provides an in-depth view of a risk-taking organization’s risk mitigation strategy within the bounds of the educational environment focusing on five areas identified within a digital cyber risk model: 1) technology landscape and application portfolio; 2) data centric focus; 3) risk management practices; 4) cost-benefit analysis for cybersecurity measures; and 5) strategic development. The outcome of this research provides greater insight into how an organization makes decisions when implementing cybersecurity controls. This research shows that most organizations are diligently implementing security measures to effectively monitor and detect cyber security attacks, specifically showing that risk taking organizations implemented cybersecurity measures to meet compliance and audit obligations with an annual spend of $3.18 million. It also indicated that 23.6% of risk-taking organizations incurred more than 6 cybersecurity breaches with an average dollar loss of $3.5 million. In addition, the impact of a cybersecurity breach on risk taking organizations is as follows: 1) data loss; 2) brand/reputational impact; 3) financial loss fines; 4) increase oversight by regulators/internal audit; and 5) customer/client impact. The implication this research has on practice is extensive, as it focuses on a broad range of areas to include risk, funding and type and impact of cyber security breaches encountered. The survey study clearly demonstrated the need to develop and utilize a digital cybersecurity risk management framework to integrate current industry frameworks within the risk management practice to include continuous compliance management. This type of framework would provide a balanced approach to managing the gap between a risk-taking organization and a risk averse organization when implementing cybersecurity measures.