It's funny how things are so subjective. I think some of the worst photos he's ever had taken were the ones where he's wearing a cap of some description. I just don't think they suit him. They make him look older than he actually is, imo.
I also don't think he likes the way he looks anymore due to getting older (very relatable), as evidenced by him using older photos on gig posters and t-shirts. However, there are some amazing photos that have been taken of him in the past few years that could be used. But we are happy with t-shirts with his younger self on them too.
His team have plenty of options.