Please also note the watch he promimently displays on his wrist.
Looking at where he came from, and where he is now, he's got plenty of reason to flaunt it. He came from the slums, and made tens of millions! (It doesn't mean it's not tacky, but he's got the street cred to say he did it (mostly) by his own skills.)
I haven't been to california in a while. I didn't realize San Jose was the slums now. Things have changed.