This paper explores the evidence for dative case syncretism with personal pronouns in post‐Classical Greek based on documentary papyri (300BCE–800CE). Three alternative encodings are examined for the animate goal of transfer verbs: the prepositions prós and eis (with accusative) and the bare accusative case. It is shown that the dative case and the preposition prós are in complementary distribution dependent on the animacy of the object and the conceptualization of the event. The preposition eis is only used for animate goals in the specialized meaning ‘on account of’. The bare accusative case is occasionally found as a replacement for the dative case, but not in the same constructions as those in which the prepositions are attested. Therefore, based on the encoding of the animate goal in Greek papyrus letters, there is no reason to assume that a change in the use of these prepositions led to the merger of dative and accusative cases.