Image is a human factor: folks respond poorly to artists who hide half their face, esp. the eyes.
I can understand wanting to hide the 'hawk, but there are ways around that that aren't a ball cap.
Unless you're Red Green or one of the Duck Hunters, the hat should go. The other exceptions are C/W singers in Stetsons, or mariachis in sombreros. He's neither.
He obviously knows his way around a piano, but he's got a mug for radio in all that "image".
Let's note all the pro-Second Amendment types in media with a mohawk...
So maybe it's time to align the image with the audience, just a touch.
If he's really making a living at this, he should take the time to either find a theatre program at any JC entitled "Acting for the camera" or equivalent, or just read a decent book or two on same from Amazon, focusing on the mechanical details. The same way he learned to play music.
He has the on-camera instincts of a trumpet player, but he could tune up his presentation and come off 100% better with minimal effort.
"There are four types of homicide: felonious, accidental, justifiable, and praiseworthy." -Ambrose Bierce, "The Devil's Dictionary"