Accelerated competition, increased economic issues, and rapid technological improvements force organizations to implement IT projects to survive. Although organizations' enormous dependence on IT has increased, failure risks have also been synonymous with IT projects over the years. A better understanding of its usages and approaches, tools and models of HPT as a growing field may offer different angles and help improve the success of implementation of IT projects. The purpose of this chapter is to explore the role of evaluation methods in IT projects from the HPT perspective. In that sense, formative, summative, confirmative, and meta evaluation models are presented, and then the connection between these models in IT involving specific strategies that can be used when IT projects are established. The chapter is finalized with practical and methodological implications pointing out recommended actions to overcome the reliability and the validity issues encountered through evaluation processes, and future research directions.