Growing up poor, I find dating women in college who had a much better upbringing than me hard, any advice?

This thread is more than 15 hours old at this point. Not sure how active the discussions will be not but...

OP, I grew up in a poor/blue collar family. Even to this day I lack wifi at my parent's house and had to do without during my birthdays, Christmas, etc. I was lucky to be able to have a basic cellphone, one that just made/received calls during college. I grew up poor. For instance, during university studies I relied heavily on the bus transportation systems and whenever the buses were running late I asked if people knew where they were and students would reply "Just check the app". Problem is... I had a flip phone. It was experiences like that that were the norm for me. Naive comments from friends such as "My parents were nice enough to pay for my tuition since I did so well in HS" just came off as extremely insensitive to me.

I graduated and obtained a specialized job, one that paid high wages upward to $120+/hr if I were 'on call and had to work' (i.e. if I were to work a full day's shift but on days like Christmas, etc.). Since I was young/single I could do these sort of shifts regularly and would clear a lot of money for a few day's worth of work. It put me squarely in the upper middle class, yet I never felt upper middle class. I still dressed blue collar, drove a 20+ year old truck that constantly needed repairs and still lived in a poor area back home with no internet connection. I moved to a regular apartment, was forced to buy a new (modest) car and yet the money never changed my mindset. I started ton date women in my area (college town) and these women grew up upper middle to upper class their entire lives. It was a big culture shock to me. My ex's family had at least 2 houses (houses in the 500k+ to mil+ range) and owned a vacation condo right on the beach. She never had to do without in her life and her father even told me 1:1 that he'd make sure his daughters never had to live like he did (he was also poor). From an early age he sent my ex to the very best schools to ensure she got into the best universities. My ex said she didn't care about my poor background (she didn't know I was well-off as I was nor did I tell her either). She was extremely privileged and could not see her own privilege. She got a low paying job but lives with her parents and doesn't have to worry about money. Her sister did poorly in school, lacked a job for a bit and lived with her family as well. Her sister lacked a consistent work effort.

I care so little about money that I plan to give up my job and re-enter school for a PhD degree. No one else knows how much I make, but I know certain people in my family think I am crazy for giving up such a high paying job. It'll be an adjustment (I'm getting better adapted) but I know the schools I'll be going to will also be full of upper to upper middle class kids that lack the life experiences I have.

/r/AskMen Thread