Systems and methods for automatically updating patient insurance information in response to a rejection by an insurance provider are provided. An indication that a prescription submitted to an insurance provider associated with a patient for payment has been rejected by the insurance provider may be received. The indication may include a rejection message associated with the rejection of the prescription. Based on the rejection message, the systems and methods may determine whether the rejection is related to incorrect insurance information. A likelihood that the prescription will be paid for when the insurance information is corrected may be calculated. Based on the calculated likelihood, the systems and methods may determine whether to initiate a patient insurance lookup system search. Corrected insurance information associated with the patient may be obtained using the patient insurance lookup system, and the prescription may be re-submitted for payment using the corrected insurance information for the patient.