A computer implemented method includes receiving a document with line item textual entries and an attachment containing images of different objects characterizing different transactions. The images of the different objects are split into individual image objects. Attributes from the individual image objects are extracted. The line item textual entries are matched with the individual image objects to form matched image objects. The matched image objects include ambiguous matches with multiple individual image objects assigned to a single line item textual entry or a single individual image object assigned to multiple line item textual entries. An assignment model is applied to resolve the ambiguous matches. The assignment model defines priority constraints, assigns pairs of line item textual entries and individual image objects that meet highest priority constraints, removes highest priority constraints when ambiguous matches remain, and repeats these operations until no ambiguous matches remain. One-to-one matches of line item textual entries and individual image objects are returned.