The present application discloses an improved transportation matching system, and corresponding methods and computer-readable media. According to disclosed embodiments, a transportation matching system receives session information from a requestor computing device in response to one or more session events. The system utilizes the received session information to determine a likelihood that the associated session on the requestor computing device will result in a transportation request. If the determined likelihood is above a threshold amount, the system generates an upfront dispatch that matches the associated session to a provider computing device. The system then reserves the provider computing device and generates a predicted dispatch for the reserved provider computing device.