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?
He just wasn’t very fashionable. He dressed like a nerdy dad dropping his kid off at soccer practice. That stands out as an oddity to me for one of the most powerful men in the world.
Example:
He’s fashionable for here in Medellin is what I’m telling you. I live in the city and damn near every old guy I see dresses the same as him. You can find plenty of photos of him wearing suits but most photos show him wearing the fashion of the times, a light cotton patterned short sleeve collared shirt with slacks.
Here is a photo of him in a suit:
I guess I still think he looks frumpy there. Maybe it’s more his overall appearance than his attire. How he wears the clothing, not just the clothing itself.
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.