As technology continues its leap, people have also been in a fast pace trying to maximize technology’s might. Hence, literacy on the computer and information technology’s utilization is essential. In an educational institution like the University of the Immaculate Conception (UIC), Davao City, Support Services Personnel (SSP) needs to be adept with the advancing technologies. The use of technology enables the SSP to deliver the best service possible. This research was conducted to assess the knowledge and skills level of the personnel with respect to the familiarity and usage of common office applications like Microsoft’s Word, Excel and PowerPoint, Email servicing and the Internet. Data gathering was done using a questionnaire based on the concepts of the three Microsoft Office applications and by conducting a diagnostic testing comprised of both written and practical tests. There were 79 respondents as determined using Slovin formula. Forty-one respondents considered themselves only fairly familiar on the usage of computer and computer applications. SSPs had difficulty using MS Excel and only a few knew how to maximize Email services. As an offshoot of this research, a training plan was designed. This plan will help the University in providing its employees the necessary trainings for productivity software to achieve quality service delivery.