A device may receive user preference data and company preference data associated with one or more bookable items. The device may obtain external preference data associated with the one or more bookable items. The external preference data may be different from the user preference data and the company preference data. The device may generate a list of schedules based on the user preference data, the company preference data, and the external preference data. The device may generate one or more category scores for a plurality of schedules included in the list of schedules based on the company preference data. The device may rank the list of schedules based on the one or more category scores. The device may select a schedule, from the ranked list of schedules, based on the one or more category scores. The device may perform an action based on selecting the schedule.