Cooperative Technology Transfer (CTT) is a technology transfer model where universities and enterprises jointly participate throughout the entire process of technology transfer activities. Most discussions focus on its mechanisms and influencing factors, yet a framework to guide CTT projects in practice is still lacking. This study proposes an assessment model based on the life-cycle of CTT projects, covering the initial cooperation relationship, project management during the mid-term, and technological achievements at the end. The model was evaluated by 14 experts first and then validated through two CTT projects in China. Gray Relation Analysis was employed to calculate the weights of different factors based on their relative importance, while the Dempster–Shafer theory was utilized to combine evidence from various sources and address the uncertainty in the assessment. The results of the case analysis indicate that the attitudes of universities and enterprises are considered critical in influencing the success of CTT projects, while management issues that arise during the projects can pose potential risks. This research serves as an applied exploration and has three functions. Firstly, the model can be used as a feasibility study before the project commences. Secondly, it can be utilized to analyze and improve potential issues during the project. Finally, it can be used for a post-project experience summary.