I just started teaching too, but I think this student needs a short lecture on Hazardous Attitudes-
A antiauthority, don’t tell me the rules; antidote: follow the rules
R resignation (to failure); antidote: I’m not helpless.
M macho; antidote: it’s foolish to take a chance.
I invulnerability; antidote: it could happen to me.
I impulsivity; antidote: think first.
Arm up with FAA references and be ready to look up what you wish to emphasize for pilots that seem to be doubtful. If they do not believe in FAA reference materials they are going to have a hard life as a pilot but what can you do. Towers are not unacceptable as night vfr waypoints (ref. FAA Airpane Flying Handbook 10-4, 10-5) but they are not the best because they mark obstructions and if you lose lose an engine you may find yourself landing among guy wires and radio towers. Towns and airports are far better. This fellow doesn't know that since he has so little experience, so you have to tell him. I think you should try to warn those who exhibit hazardous attitudes but maybe you didn't have time and place this time.