The objective of this research was to develop a decision support system (DSS) to study the impact of introducing new equipment into a medical apparel plant from a maintenance organizational structure perspective. This system will enable the company to determine if their capacity is sufficient to meet current maintenance challenges. The DSS contains two database sets that describe equipment and maintenance resource profiles. The equipment profile specifies data such as mean time to failures, mean time to repairs, and minimum mechanic skill level required to fix each machine group. Similarly, maintenance-resource profile reports information about the mechanic staff, such as number and type of certifications received, education level, and experience. The DSS will then use this information to minimize machine downtime by assigning the highest skilled mechanics to machines with higher complexity and product value. A modified version of the simplex method, the transportation problem, was used to perform the optimization. The DSS was built using the Visual Basic for Applications (VBA) language contained in the Microsoft Excel environment. A case study was developed from current existing data. The analysis consisted of forty-two machine groups and six mechanic categories with ten skill levels. Results showed that only 56% of the mechanic workforce was utilized. Thus, the company had available resources for meeting future maintenance requirements.