I do. There's a steady breeze of 5 to 6 mph where I live, and if a tree isn't staked when it's small, it will grow leaning away from the breeze. I imagine everyone has their own thoughts on the subject. I would definitely stake a holly tree.
I have one tree I intentionally did not stake, because I wanted it to lean. It adds some variety to the landscape.
"Isn't it enough to see that a garden is beautiful without having to believe that there are fairies at the bottom of it too?" - Douglas Adams