Aspects of the disclosure relate to implementing and using a data processing system to provide real-time data to improve event delivery timing. A computing platform may establish respective connections with and receive, via a communication interface, (i) from a subordinate user computing device, information defining a first event; (ii) from a supervisory user computing device, supervisory information associated with the first event; and (iii) from a first participant computing device, first participant information associated with delivery of the first event. The computing platform may execute an algorithm for comparing the information defining the first event, the supervisory information, and the first participant information, and generating a formatted alert based thereon. The formatted alert may be transmitted for display on the subordinate user computing device and/or the supervisory user computing device.