A computer-implemented system and method for providing student enrollment alerts in an online learning environment is provided. A subscription threshold for an organization is determined for students enrolled in an online learning environment. The subscription threshold includes a number of subscriptions purchased by the organization. New enrollments for one or more of the students associated with the organization is received. A new enrollment alert is generated for each of the new enrollments and the alerts are delivered to an administrator of the online learning environment. A total number of the new enrollments are determined for the organization. The subscription threshold is applied to the number of new enrollments. A subscription alert is generated when the number of the new enrollments satisfies the subscription threshold.