The main reason I can't convince anyone in real life to FIRE is the desire for more. The moment you hit a $1 million net worth, you start dreaming of $5 million. Get to $5 million and suddenly $10 million sounds reasonable. Hit $10 million and, well, why not shoot for $25 million and higher? The goalposts never stop moving on their own. You have to make them stop. That's easier said than done when you went to college with sharp, type-A people who went on to have highly successful careers. And if you then live in a city filled with those same people, drawn from every corner of the world, walking away from a soul-sucking job becomes that much harder. Since 1999, I've only lived in New York City and San Francisco, arguably two cities with the most gung-ho people in America. But I FIREd in 2012 because I was unhappy after 13 years and in chronic physical pain. I took one look at my bosses' lifestyles, decided it wasn't worth it, negotiated a severance , and quit the money.…