Methods and apparatus of modeling work vehicle data and predicting machine failures based on the same are disclosed. An example apparatus includes a text miner to text mine first alert data to identify a first machine failure within the first alert data; a failure alert sequence identifier to identify a first alert sequence associated with the first machine failure; a conditional probability determiner to determine a conditional probability of the first alert sequence leading to failure based on i) a number of work machines in which the first alert sequence ended in failure and ii) a number of work machines in which the first alert sequence did not end in failure; and a collator to update a model by correlating the first alert sequence with the first machine failure and first probable parts used to repair the first machine failure.