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Well I am a TS and here is what I say about that.
I would tell your friend in Boca to try and get into school and live primarily off of student loans/grants whie getting an education. be sure to picka school that is truly transfriendly. (caution transfriendly =/= gay friendly. I went someplace gay friednly and transhostile and paid the price.) At such a university she would get her basic needs including medical taken care of as part of the price of admission. Which would be paid by the student loans with money to spare if she goes to an inexpensive school. Some girls around here in Chicago do exactly this. They also work if they need extra money say for living off campus or getting procedures done and such. If she does as I have said she will not only come out looking pretty good but having an education to build a legit career on for the rest of her life. As long as she dosen't major in some useless topic that is.
I would not tell anyone to do something I wouldn't.
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So sad. Being on probation when I was that young kept me away from that life and left me no option but school. Perhaps this one will just have to fall on her ass, be a TS in jail for a while, before learning the bad part of the trade.
Like I said it isn't an either or proposition. School Vs escorting. It is just as possible to escort as it is to flip burgers or whatever while in school.
