I'm pretty sure pumpkin is a squash which is technically a fruit; it has seeds and falls off the plant. Plus it's high carb, low fat, and that's basically the 811 gig :) Although I'm not sure if it would be good raw...I know I buy them when they're cheap, my family loves chunky pumpkin-vegetable soup. If you're not 100% you could steam it lightly, but it's really tough to cut that thing up, takes me forever, so I don't know about trying to eat it in that state :)
You can chop pumpkins/winter squashes into raw salads, blend them into raw soups, shred them into raw pastas... You are allowed to eat whatever regardless of what doug graham thinks is cool; so just make your own raw diet.
I'm pretty sure Dr. D doesn't have any problems with pumpkin, and it's pretty in line with 811, though it seems it's not mentioned directly in 80/10/10. And I doubt eating 'unhealthy' 1% of the time amounts to much difference, though generally people will grossly miscalculate what that is.
Personally I just use canned pumpkin. Not raw, but it's far easier, and good pumpkin isn't that easy to come by here. I made some ice cream the other day... which didn't turn out, but in the process of making, the pumpkin smoothie mix I had was pretty delicious. 4-5 bananas, 2-3 cups of pumpkin, a cup of soy milk, pretty delicious seasonal smoothie.
As long as it doesn't cut into the amount of calories you are getting from sweet fruit (pumpkin is pretty low in sugar), there's no issue. You could certainly shred some up into a salad or blend some up with greens and maybe some other fruit into a soup for your dinner meal.
I think the reason Dr. D doesn't mention it is because it isn't very appetizing in its raw state to most people (myself included). :)