If he doesn't regret it now, in the future he will if he ever has to sell it and recover those funds because he's only going to get a fraction of what he paid for it.
It saddens me that so many of these young black men are essentially financial slaves and mules for other races and not by force but by choice. They put in all of this hard work and instead of investing it in assets where they can hire other blacks or just build sustainable wealth, they are buying gaudy chains filled with low quality diamonds or cars, which are another greatly depreciating asset. Look at any of these jewelers pages and you'll see the jeweler standing next to, smiling and pointing at a black man who they've just taken to the cleaners. The hint that the product they are selling isn't worth nearly the amount they are selling it for is that the jeweler NEVER has on anything that resembles what they are selling.
What would be much flyer to me is a rapper showing off some houses or land they've bought and telling other black men they can get that too. Chamillionaire, as short as his mainstream (not underground) rap career was, made the right moves and actually invested his money.