Methods, systems, and non-transitory computer readable storage media are disclosed for determining and resolving semantic misalignments between digital messages containing links and corresponding external digital content. For example, in one or more embodiments, the disclosed systems compare semantic message features from the digital message with semantic external digital content features from the external digital content. More specifically, in at least one embodiment, the disclosed systems compare semantic message feature vectors and semantic external digital content feature vectors to determine a relevance score for the digital message and identify semantic misalignments. Additionally, in one or more embodiments, the disclosed systems provide for display a user interface that presents a plurality of digital messages, the linked external digital content, and identified semantic misalignments.