Expired Instructor Certificate, Current Student, Checkride in Five Days

No. A flight instructor certificate expires 24 calendar months after the month in which it was issued or renewed, and after expiration you may not exercise flight instructor privileges. The training would not be instruction from an authorized instructor, and you could not sign the 14 CFR 61.65 endorsement. A pilot who is not a current flight instructor may act as a safety pilot, but safety-pilot time is not instrument instruction and does not satisfy the 15-hour instruction requirement.

Your options are limited by the calendar: renew the certificate first under 14 CFR 61.197, or have another current instrument instructor give the remaining training and endorsement. Renewal by an approved flight instructor refresher course or a practical test may not be completed before the checkride, so the realistic option is another CFII. The student's existing 14.1 hours remain valid because they were received while you were authorized, and the 3.2 hours within the last 2 calendar months already satisfy the recency requirement. What he lacks is a valid endorsement and, if you intend to add the final 1.2 hours, a current instructor to give it. The checkride may need to be rescheduled if a current CFII cannot complete the endorsement in time.

Renewal restores your flight instructor privileges, but it does not restore instrument currency. To act as pilot in command under IFR, you need the recent instrument experience in 14 CFR 61.57(c): six instrument approaches, holding procedures, and intercepting and tracking courses within the preceding 6 months. You have none. Therefore you could not legally act as PIC on an IFR flight plan or in IMC just because your instructor certificate was renewed. In VMC under VFR, you could instruct instrument procedures with the student under a view-limiting device. You would be PIC under VFR, so instrument currency would not be required, but you would still need to be rated and current in the aircraft and hold the appropriate medical. You must also hold an instrument rating on your pilot certificate to give instrument instruction, which you do.

The practical answer is to fly the session in VMC under VFR, with the student under the hood, and avoid filing IFR or entering IMC. If the training requires IMC, another instrument-current instructor should fly it.

The student should be told that the 3.2 hours of instrument training within the last 2 calendar months count because they were received from an authorized instructor at the time. The problem is not that the hours disappear; the problem is the endorsement and any future instruction. A current CFII can review the logbook, give additional training if needed, and sign the 14 CFR 61.65 endorsement. If the checkride is delayed beyond the 2-calendar-month window measured from the most recent qualifying 3 hours, additional instrument training within the new 2-calendar-month window may be required.

The student should also be told not to log your proposed 1.2-hour flight as instrument instruction if your certificate is expired. He may log safety-pilot or instrument time under the appropriate rules, but that time will not satisfy the 15-hour instruction requirement or support an endorsement. The clean path is a current CFII, a logbook review, and a realistic assessment of whether the checkride can still be conducted on the scheduled date.