Agricultural enterprises where harvesting is manual contribute significantly to the production of cucurbit crops in modern economic conditions. Their low automation level of harvesting is explained by the absence of modern highly productive machine-harvesters. The goal of the present study is to model the process, wherein cucurbit crops roll in on the floating skid of the guide of a pickup platform without being damaged. An analytical model was composed in order to model the process of interaction between the crops and the floating skid, which allowed to carry out the theoretical substantiation of the technical process. The study carried out resulted in modeling the technical process, wherein crops roll on the floating skid of the guide of a platform, as well as in a theoretical substantiation of the condition, at which the force of impact interaction between a crop and the floating skid must not exceed the ultimate pressure on a crop, which would result in its destruction. The value of this force depends above all on the strength properties and the size and weight characteristics of crops, as well as on the kinematic and structural parameters of the rolling-in device.