There are provided systems and methods for a proactive outreach platform for server-driven communication channel presentation. A service provider, such as an electronic transaction processor for digital transactions, may utilize a data aggregation operation to detect different error or help events occurring thought different domains, pages, and interfaces of service provider. Using these events, mappings of user intents that resulted in the error event, and assistance channels may be generated. Rule may be established for mapping user intents to channels based on the error events, as well as issue priority and user engagement. Thereafter, when a user accesses a particular online service of the service provider and is performing an operation that results in an error, such as an account access failure, the mappings and rules may be used to proactively outreach to the user with a particular assistance channel that may result the user's error event.