I flipped it. Again.
When I when in for my "fitting", I specifically asked the guy to flip my stem up so that I can ride more upright. After 800 miles, it still feels great. I can ride for a long time and my back doesn't hurt. Unfortunately, I've decided it looks like $hit (a hybrid with drops). I've succumbed to OCP thinking again. So, I'm going to flip it back and see how it feels. At least, it'll look "right".