Are you suggesting that our Insider Troll is either a terrorist or a trainhopping hobo?
I am inclined to think that it is not the former, since I understand that 50 is the IQ cutoff for al quaeda membership. Hey, even THEY have some standards...
Which leaves us with the image of the Insider Troll "riding the rods". Not an impossibility, I suppose.
I know of people who have beaten fares by staying one step ahead of the conductors for the whole trip (or hiding in various bathrooms for the duration).
The only time in my life I haven't been asked for my ticket on a train was one Thanksgiving night on the LIRR. So many people had packed onto that train that it was impossible to move through the cars, let alone punch everyone's ticket during the hour and a half it took to get back to the city.