I say this every year, but guys are so difficult to shop for.  Even though my guy is relatively easy, even he can be unknowingly difficult.  My go-to is usually elevated accessories (like this umbrella with a some flair), some fun eyewear, or kicks to dress up or dress down.  Generally I look for tech items that they won't necessarily buy themselves (if you can get your hands on the coveted Nintendo NES Classic, let me know) or something to up their tailgate game.