A system receives application data to be used in requests made on behalf of an applicant to a selection of evaluator devices. The system includes a predictive model which predicts actual eligibility criteria for acceptance of a request by the evaluator devices, and is trained with a library of application data including previously evaluated requests and outcomes to the previously evaluated requests. The system compiles the application data into separate requests by synchronizing the application data and identifying a common core of data required by each selected evaluator device and compiling the common core of data along with particular requirements of individual evaluator devices. An applicant can thereby complete a multi-request application which generates requests to a plurality of evaluator devices and which avoids duplication of data storage and data transmission, and reduces effort required by the applicant. Implementations include students making applications for admission to academic institutions.