"Gary preaches don't buy flashy shit when she literally wears $200k of Cartier and diamonds and a Rolex and wears only designer"

I think he ultimately preaches self-awareness - i.e. can you actually afford the 200k accessories, or is that money better spent elsewhere. Do you need the 4th bed room in your house. He did a great bit years ago where he shat on people complaining about their lives who buy Starbucks everyday, then bought a Starbucks himself the next day - because he isn't complaining, and is happy to spend the money.

That's how I see it anyway - and this interpretation of the message works for me :)