A system for use in monitoring an operation of a classification model in generating estimated labels for item records is described herein. The system receives a current labeling budget value including a number of trusted labels available for use in a labeling operation, determines a current selection probability for each item record included in an item list as a function of the current labeling budget value, selects a plurality of item records from the item list as a function of each corresponding current selection probability, and generates a sampling list including the selected item records. The system determines a risk measurement value associated with the classification model indicating an accuracy of the estimated labels as compared to trusted labels associated with the item records.