An example wear detection system receives first image data related to at least one ground engaging tool (GET) of a work machine from one or more sensors at a first time instance in a dig-dump cycle of the work machine. The wear detection system processes the first image data to determine a first wear measurement and first wear level for the at least one GET. The wear detection system determines whether the first wear level is indicative of a GET replacement condition. The wear detection system generates an alert when the first wear level is indicative of the GET replacement condition. The wear detection system receives second image data related to the at least one GET a second time instance different from the first time instance when the first wear level is not indicative of the GET replacement condition and determines a second wear measurement and second wear level for the at least one GET. The wear detection system generates an alert indicative of the first wear level and the second wear level based on determining that the first wear level and the second wear level are indicative of the GET replacement condition.