Wow! I’m impressed. I remembered that when I was learning for smicha the best questions were the absurd ones. (May one tovel in the gulf oil spill? Yes)
As far as the thursday/friday question; I meant that he lit at night so he may have been mechalel shabbos.
Also, the bein hashmashos question; I was wondering if he was able to light since it is a mitzva and bein hashmashos is a safek.