I dicked around in high school and went to a not so great undergrad (think UConn / WVU level). I also made the mistake of going for my MBA directly after undergrad at only a slightly better university.
I live in the northeast now and have a decent job but I feel embarrassed telling people where I went to school. It's like the second question people I meet ask every single time. I wish I had done it right from the beginning and went to a school I'm not so ashamed of. I don't think there's much schooling left for me especially since I already have debt from the MBA program from a state school. I wish I can just accept my background for what it is and not look back with regrets.