Methods and apparatus to monitor work vehicles and to generate worklists to order the repair of such work vehicles should a machine failure be identified are disclosed. An apparatus includes a model generator to generate a model by collating warranty data, parts and associated maintenance data, and reference alert and measurement data for work vehicles, the reference alert and measurement data including a first alert from a first work vehicle and a second alert from a second work vehicle; associate the first and second alerts with at least one of a first classification, a second classification, or a third classification based on work vehicle operating parameters; determine a first weighting factor for the first alert and a second weighting factor for the second alert within the model based on information from at least one of a weighting factor database, owner/operator input, work order data, or worklist data to prioritize the first alert or the second alert within the model; and update the model based on associating the first and second weighting factors with the first and second alerts; and a processor to generate a display including worklist and work order information.