This can be done in the mission “The Final Test”.
Step 1: Disguise yourself as a mechanic.
Step 2: Sabotage the Ejector Seat of the fighter jet (requires a wrench which you can find near the jet).
Step 3: Read the “Exit Strategy” paper (it’s by the fighter jet).
Step 4: Speak to the target and let him follow you to the jet. Now interact with the exit strategy paper again and give him instructions how to use the ejector seat. Then he will fly away on the seat and you can safely exit the area.