Oh man... oh ya!! So I’m a military competency CFI, totally legal, but qualified? Eh, who knows?
a guy walks into my hangar, long story short needs an instructor as he’s having a hard time keeping a CFI. Spoiler alert, THIS IS A SIGN!
At this point I’ve taught my son to fly, and flown a little with friends’ kids... and that’s about it in the light civil arena.
He’s got a 152, I eyeball it pretty good, all seems fine. I go fly with the guy, pretty sharp, he catches on to EVERYTHING quick. Flaring high is only problem in pattern. Third lesson I solo him... no sweat.
I tell him he’s gotta get a real instructor to prep him for checkride, he does, he gets PPL.
NOW the fun begins... he finds a Baron no one I know will touch with a 40’ pole, wants me to ferry it for him. Nope, I have a ATP but ONLY light civil twin I’ve EVER flown was my ATP check ride, I know better. And this guy is WEIRD. Three phones, acquires SEVERAL more planes, doesn’t seem to have a job... All this goes down in MONTHS.
Now he’s asking me about flying twins... I flatly tell him it’s NO different than a single, as long as he reaches over and KILLS the second engine if he ever loses one! At that point he’s as qualified as he ever was... but (think Schultz from Hogan’s hero’s) I KNOW NOTHING!!! By now I’m distancing myself. I do make it CLEAR he shouldn’t fly ANY twin, period.
A year goes by... I see him flying that twin now and then, no clue if he’s ever got instruction...
And then the day comes, all over the news, Oshkosh based pilot flees the police in his twin engine airplane nearly hitting squad cars while taking off without clearance blah blah blah. He fly’s it around until he’s out of gas and crashes in a bean field, banged up pretty bad, goes straight to jail, does not collect $200.
I FULLY expected a phone call (“has anyone seen Flick? Ralphie, have you seen Flick? ...”). Never came. Never really sure what his gig was though I got a couple ideas.
Bottom line, you’re pretty much on the hook for paperwork being in order, and rules being followed to the extent you have control over them. Your students are their own people, and generally responsible for themselves. If your conscience is clear, and you’re diligent, nothing to fear, and things do happen.