you will have to claim your baggage before you can clear customs and then you will re-check it and re-clear security (TSA) before you enter the regular terminal. However this process is not quite as cumbersome as if you were curbside since there is a dedicated bag check and security for international arrivals

2:15 should be plenty of time for the whole operation. Also the SJU flights often leave from the international terminal even though it is considered a domestic flight.