He had unlimited resources, and was associated with people who were fashionable and members of high-society, but he himself almost always wore really ugly clothes. Was it a statement of his power, that he didn’t need to worry about his appearance, or did he just not give a shit?
I’m pretty sure that at the time that photo was taken he was in the middle of running for political office and hiding the fact his money came from drug trafficking. I assume that look you described was exactly what he was going for.
That makes sense. I was actually wondering if his goal was to appear less intimidating, and more average. I think it could also lead to his enemies underestimating him.