I get that you're choosing to be literal and choosing to be dumb, but it doesn't work.
First point could well sign to a thick wallet, which is good enough analogy for wealth. (Also doesn't need that many fifties until we start talking about thousands. Fits in pocket.)
Second point, if we go by the meaning of "weak ass person", it makes sense. It encourages not to be that.
Third point is that lyrics are ambiguous, could mean whatever.
Fourth point has a lot wrong. He is not necessarily talking about the comments of the song. Rather he might be talking about other comments he receives. Also afaik the engagement comes from the amount song listened/clicked, not from the amount commented and not from the nature of them. Also not ironically support, rather inadvertenly.
Please do comment back.
Edit: Fixed typo food -> good
I quit smoking. Had too many downsides to be justifiable.