Technologies for preserving contextual data across video conferences include a compute device. The compute device includes circuitry configured to provide a graphical user interface that enables authenticated and approved users to hold a first video conference and share contextual data among the users in association with the first video conference. The circuitry is also configured to store a record of the contextual data shared among the authenticated and approved users. Additionally, the circuitry is configured to provide, in the graphical user interface and in association with a subsequent video conference among the users, the record of the contextual data that was shared among the users in association with the first video conference. The contextual data includes at least one of a textual communication and a file.