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I’ve never done this and would never do it, for all the reasons people have already described.
I would, however, choose a 6-hour train over a 2-hour flight, as long as I traveled in (European) first/business class with a seat reservation.
There is almost no amount of money that could convince me to travel 36 hours by bus if I could instead spend 5-6 hours going through airports and only one flight. If I literally didn’t have the money to fly, I would spend all my energy figuring out how not to go at all.
What kind of “I also feel like a loser” is this feeling?
What in particular would that get you? I mean beyond the obvious “More money would make my life easier” thought.
Peace.