>>2223900As a railroad conductor who is already familiar with trains, I wouldn't do it.
>getting on and off7-8 mph can be pretty tough to hop on safely, even for those who have a ton of practice. If you slip it is very easy to die or get your foot cut off. You generally want to get on the leading end of a car so that if/when you slip you don't fall in front of the next car.
>places to rideYou really need to know which cars can be ridden. Very few have a secluded place to sit and you dont want to find out you can't ride the car you are on when the train is accelerating. You will get hurt if you decide to bail off at anything over 15 mph.
>getting caughtTrains receive airtests on every single car. A lot of them have a few. A lot of trains also go short distances and deliver cars to many customers with the conductor walking by every car many times while also tying hand brakes. Railroaders are also all required to inspect passing trains. Foamers are often around taking pictures and they would love to call the cops on you. A random persons chance of getting caught is unacceptably high imo.
>comfortBring earplugs or be in pain. Dress extraordinarily warm and bring lots of water. Your train may be tied down in the middle of the woods for days if you are unfortunate. You will not be comfortable at all. Slack action is also a real problem and can be quite harsh/dangerous. People have been thrown halfway across cabooses by it.
>hobosHobos all have mental deficiencies. They are actually retarded and you don't want to be one of them.
I would not recommend this and struggle to see any upside besides the current trendiness.