Systems and methods for enhanced collection of training data for machine learning to improve worksite safety and operations. One embodiment is a system with an interface to instruct a user device of a user to capture first sensor data of an object performing one or more known actions. The system also includes a training controller to allocate points as an award to the user of the user device for correctly capturing the object performing the one or more known actions, and to generate an instruction for the user to capture second sensor data of the object performing one or more unknown actions if the user has exceeded a threshold of awarded points. The training controller trains a machine learning function based on the second sensor data of the object performing the one or more unknown actions as identified by the user having exceeded the threshold of awarded points.