Wait, top 20 law school (nothing to brag about ).
Top 50 universities (absolutely not a brag, honest though, I'll give you that).
Stuck in middle class? You don't know that, maybe he's happy there, maybe he's fucking royalty, you just don't know.
More educated and more fiscally successful, you absolutely have no idea regarding his education and financial situation, to even dare to declare that you're better educated, a higher class, financially more successful is massively arrogant, completely redundant and very, very telling.
Add to all that you're also asking people to meet you for a bit of a brawl and I have to say from my point of view your proudest moment so far is the crayon drawing your foster mother has on her fridge, she hates it but she can't be bothered with you acting like a cunt so...it's up there.