Several oleo-based pressure-sensitive adhesives (PSA) were studied as substitutes for current petroleum-based PSAs; however, PSAs derived from plant oils present challenges, such as relatively low biobased contents (2090%) and complex processes (i.e., purifying, emulsifying, and drying steps). This paper demonstrates the possibility of transparent PSAs from neat acrylated epoxidized soybean oil (AESO) via fast and simple UV free-radical polymerization with 97100% biobased contents. In this study, we controlled the degree of free radical polymerization by modulating the amount of UV irradiation to obtain a balanced cohesion and adhesion strength for PSA applications. This AESO PSA tape on a polyester film carrier had better peel and significantly higher shear strength on glass surfaces compared with a commercial reusable tape (Post-it (R), 3M, St. Paul, MN, USA). The adhesion of the AESO PSA corresponded to its dynamic rheological properties. In addition, the adhesion/cohesion behavior of the PSAs was characterized using the Johnson-Kendall-Roberts (JKR) technique.