Concerning the Big Man's complaints about teaching as a career...
I have been teaching since I was a teenager (c. 1965, when I taught Religion to public school students at my Catholic parish (it was called CCD)), and professionally since 1973.
I have usually been teaching in Catholic schools, where being underpaid is to be expected! I have no regrets: when I twice taught in public schools, things just never felt right, mainly because of the lack of seriousness among the faculty, who wanted to do little work but be paid handsomely. The lack of seriousness and not really caring about educating students for the future in the public schools drove me to return to a Catholic school. You can also imagine how enthused the students were about anything, given such an atmosphere. To be sure, some teachers did try to do their best, but the majority seemed lackluster.
Despite earning 25%-33% less than a public school teacher, my wife (also a Catholic-school teacher and principal) and I sent our three children through college without them going too much into debt (they paid off any loans before they were 30), took occasional vacations to widen their experience (e.g. Upper Peninsula of Michigan, Niagara Falls, and even Germany twice), and provided a nice house in a nice neighborhood for them to have a decent childhood and adolescence.
We are overdue for retirement, and have a modest investment for it. 2019-2020 will probably be our last school year.
Our children make somewhere between $150,000-$200,000 each in various occupations.
So we feel quite successful and have no complaints about being paid less than public-school teachers.
I should mention: one summer I was hired by the public-school district of a fairly affluent suburb of Dayton to write a Latin curriculum book for their teachers, which I knew they would all ignore. (I was leaving the school district for a Catholic school position.) The pay, however, was not bad. I had a small office at the School District's Office and could observe things.
Have you ever wondered what e.g. the Assistant Superintendent for Social Studies*, the Assistant Superintendent for Mathematics, etc. do all day?
They saunter in around 10:00, read the mail, chat with each other, and then suddenly it's LUNCH TIME, which takes a good hour or more. They come back, maybe have a meeting, type a few things, and suddenly it's 3:00 or so: time to leave and complain "Oh what I a day I had!"
* This idiot had been put in charge of Foreign Languages. Halfway through the year he arrived in my classroom unannounced: German and Latin posters were on the walls, because those were my subjects. He had met me earlier in the year.
He asked: "Could you use these books for next year?"
They were all in Spanish.
I politely explained why I could not use them.