While he's up there...how about a 40/80 meter wire antenna?
Plus, he may be acrophobic, but it can't hurt to ask... I had to work on a tower multiple days. The first day, I had a seasoned climber assisting me, and everything went very smoothly. The second day I was sent two guys, who both had a fear of heights. I really didn't need two ground men. I accomplished the assignment, but it was much more dangerous than it should have been. Looking back over the decades, I should have refused to work the second day. Anyways, sometimes tower work can lead to that person getting their amateur radio license, you never know. Then again, had a friend who got his ham license, and he later became a professional tower climber.