If he were my friend I'd try a different tactic. Instead of inviting him out for more training, try and get him to go with you to a range for some "informal" target practice. Try and find a time when your local range will be pretty much empty, a weekday morning would be a good time. Tell him you have a new gun, or are bringing out an old gun, and you don't know how well it will shoot, or even if it will shoot good groups, so he doesn't think you have an agenda. A little white lie to relax him into going and shooting with you again won't hurt anyone. Bring out an old or seldom seen pistol and make the session very stressless. You don't have to shoot like a doofuss, but dropping a few shots with the odd gun won't hurt either. Get past his ego. Once done, you can drop little suggestions on how he can improve his shooting; just try and not sound like a teacher unless he starts doing something unsafe. Once he starts warming to shooting with you, you will find getting him to the range will be easier, and if he just keeps shooting his skills will improve; hopefully improve to where you think he can take some instruction. Camaraderie, range time, and ammunition have overcome problems for folks worse off than this previously.
