Matt: "OK. do whatever you want"
I went to Home Depot and got everything I needed. I took a friend's advice and purchased some frog tape and an angled Wooster paintbrush. I chose what I thought would turn out to be a nice warm shade of grey and got to work. After finishing the room I realized that it looked atrocious and went back to Home Depot to get a different color paint. On the upside, painting the room 3 times (1 hideously dark gray and 2 coats of lovely gray/blue) has made me much more confident in my interior painting abilities.