A method and system for providing healthcare expense payment recommendations whereby a computing system implemented data management system, such as a computing system implemented healthcare expense management system is provided and the computing system implemented data management system obtains data indicating that a given healthcare consumer utilizing the computing system implemented data management system has access to a healthcare expense account. The given healthcare consumer incurs a healthcare expense that is potentially eligible for payment using the healthcare expense account. The potentially eligible healthcare expense is then identified by the computing system implemented data management system and the healthcare consumer is prompted to consider using the healthcare expense account to pay the potentially eligible healthcare expense.