All are excellent points, Tiffany.
I don't use a lot of glazed or unglazed, clay pots, simply because of their weight and the fact that I can't ship plants in clay pots. When I do use them, particularly for my top-heavy orchids and succulents, I drill holes all around the sides. A "typical" 7" orchid clay pot will have a hole in the bottom and 3-4 "slits" around the bottom-sides, but I will drill 1/2" holes in addition. I would probably drill 6-8 holes in each pot. Smaller, unglazed, clay pots would have the same number of holes drilled, but would be 3/8" in diameter. I want the maximum air and the maximum drainage for these plants.
glazed pot but with nice holes
plastic mesh-pots with maximum aeration/drainage
unglazed pots with plenty of holes