A method is provided for contextualizing manual entries of blood glucose measures for a patient into a patient log of a portable computing device. The method includes: administering a structured collection procedure, where the structured collection procedure specifies two or more collection actions for obtaining blood glucose measures from a patient; generating a reminder notification for a given collection action of the structured collection procedure, where the given collection action is associated with a given event of patient; and displaying a data entry interface upon receipt of an acceptance input from a user in response to the reminder notification, where the data entry interface includes a first input for a blood glucose measure and a second input for an event associated with the blood glucose measure, such that value for the second input is defaulted to the given event from the reminder notification.