An interactive preview of a content within a communication is provided. An application such as a communication application retrieves metadata of a content from a content provider, in response to a detection of an insertion of a link of the content into a message. An interactive preview of the content is generated based on the metadata. The interactive preview provides actions to manage the interactive preview and the content. The interactive preview is inserted into the message in proximity to the link. Custom operations associated with the actions are executed in response to a transmission of the message.