Systems and methods which provide processing of payment errors with respect to delivery services in accordance with user preferences. According to embodiments, a delivery service user provides information with respect to how payment errors with respect to delivery services provided to the user are to be handled to facilitate electronic and/or automated processing of such payment errors. A user may authorize payment shortages on the user's behalf, may request notification for an ad hoc determination as to how the shortage is to be handled, or may elect to have postal items returned in the case of payment shortage. Various levels of payment error handling services may be provided with respect to users. Detailed information, such as statistics with respect to users' payment errors, the numbers and types of payment errors, user's preferences in handling payment errors, etcetera, may be provided.