Should be pretty easy to get him done by January. First flight with you should be all pre-solo maneuver review and performance TOLs to identify where exactly he/she is at with them and what needs to be worked on. If all goes well there then give them your solo endorsement. Have them plan a VFR XC for you and if they know what they are doing, have them fly their solo XCs and finish up that requirement. If not so much then fly a dual XC with them. From there make sure the requirement boxes are checked and begin preparation for the oral and practical checkride.