Systems and methods that enable an information management system to utilize machine learning processes to modify and/or reconfigure presentation of mailbox contents, such as mail objects (e.g., email messages), are described. The systems and methods may provide data associated with mail objects to a machine learning system, which runs various machine learning processes using the mail object data. The machine learning processes may discover and/or identify connections between mail objects, such as connections between objects based on two or more objects sharing an associated product or service, an object being associated with a trending topic or issue, an object being associated and/or identified as having a relative high (or, low) priority, and so on.