I'll be doing these twice a year. Once in the Summertime & Once in the Winter. (As we all know, makeup preferences change by the season, and often, what works for us in the summer isn't the same thing that works for us in the summer.
I know that my skin is drier in the late fall and winter months. I get dry flakes around my nose, and my forehead tends to flake up when I use certain liquid foundation in the winter. In the summer, my skin is on the oily side, especially the t-zone. I also have sensitive skin. It's been sweltering hot here right now, and it's late July. It's usually a lot hotter in August and early September. In this heat, I prefer a tinted moisturizer (Tarte Smooth Operator when I want more coverage and Neutrogena Healthy Skin Enhancer when i want lighter coverage) and a concealer to conceal blemishes and under-eye darkness (Maybellne FIT! Me Concealer). It's way too hot for a medium-full coverage foundation. In the winter, I do prefer a liquid foundation. Last winter, I used NARS Sheer Glow a lot, and I did use Benefit's You Rebel Tinted Moisturizer (because my skin was dry and this TM is very moisturizing.) Basically, I do with a little bit less base makeup in the summertime and I moisturize less. In the wintertime, I moisturize more and use a little more base makeup.
I'll be giving do these beauty "awards", which is just a fancy way of doing seasonal favorites, where I give awards for Best Drugstore Foundation, Best Drugstore Lipgloss, Best High-End Blush, Best Nail Polish, etc. Keep a look out.