Most Helpful Guy
It depends on the genders here.
I think it would be highly unlikely a less educated and less wealthy man would date a wealthy, well-educated woman, HOWEVER, I know several less educated and less wealthy women dating wealthier and more educated men.
Women are judged on their looks. As long as a guy finds a girl physically attractive, he will date her. Plain and simple. Why do you think Hugh Hefner finds these young women who barely graduated from high school? Because he likes the way they look and he's wealthy enough to snatch up any young woman. I also know several doctors, lawyers, accountants, etc who date young women who are solely high school graduates.
On the other hand, men are expected to be the "providers" and are judged on their wealth and/or income. It's not even about education, as long as a guy is getting money somehow, this is how he is judged. People like to think obese people can't find a date but notice how a wealthy, obese man has NO problem getting a thin woman? Money really does talk.
I have a Bachelor's degree and I'm interning as a teacher this coming up school-year. I'm not going to be wealthy; I'll be the typical middle-class man, so I don't know how I will fall on this spectrum.
Regarding what your 50-something year old friend said, I don't think it's valid, because you're a woman. I already explained why.
Good luck! I would still see this guy if I were you.