I don’t really see this as a positive thing

A certain detachment from money is good but I find it weirdly wrong to treat this much money too lightly

it's all relative. He has 8-figs in cash + 9-figs in stock. Guessing he has plenty of stuff outside of it as well. No matter how much money he makes or loses his lifestyle probably doesn't change significantly. Seems like a humble dude that doesn't care too much

tbf he is the spiritual leader of the financial nihilism movement

I think the way you value money is tied to how much work you put in to earn it.

i've had crazy trades and felt nothing.

the first dollars I made on the internet were so special to me tho

Exactly, think about it what you don't see.