Here's the programming instructions from the '06 manual for Sentry Keys, if that is what he has:
Customer Key Programming
You can program new sentry keys to the system if you have two valid sentry keys by performing the following procedure:
1. Cut the additional Sentry Key Transponder blank(s) to match the ignition switch lock cylinder key code.
2. Insert the first valid key into the ignition switch andturn the ignition switch ON for at least 3 seconds but no longer than 15 seconds. Turn the ignition switch OFF and remove the first key.
3. Insert the second valid key and turn the ignition switch ON within 15 seconds. After ten seconds a chimewill sound and the Theft Alarm Light will begin to flash.Turn the ignition switch OFF and remove the second key.THINGS TO KNOW BEFORE STARTING YOUR VEHICLE 152
4. Insert a blank Sentry Key into the ignition switch andturn the ignition switch ON within 60 seconds. After 10seconds a single chime will sound. The Theft Alarm Light will stop flashing, turn on for 3 seconds; then turn off.The new Sentry Key has been programmed.The KeylessEntry Transmitter will also be programmed during thisprocedure.Repeat this procedure to program up to a total of 8 keys.If you do not have a programmed sentry key, contact your dealer for details.NOTE:If a programmed key has been lost, see yourdealer to have all remaining keys erased from the sys-tems memory. The remaining keys must then be repro-grammed. This will prevent the lost key from startingyour vehicle. All vehicle keys must be taken to the dealerat the time of service to be reprogrammed.