This disclosure relates to forecasting when and whether an invoice is to be paid and indicating such forecasts to a user. An example system is configured to perform operations including determining, by a classification model, a first confidence as to whether an invoice is to be paid, determining, by a regression model associated with the classification model, a first time associated with a second confidence as to when the invoice is likely to be paid, and indicating, to a user, whether the invoice is to be paid based on the first confidence and the first time when the invoice is likely to be paid based on the second confidence. The regression model may include one or more gradient boosted trees to determine the first time. Different times associated with different confidences can be determined by different gradient boosted trees, with the specific tree corresponding to the associated confidence.