I have written this recipe to be made as individual servings in muffin tins. To quote Ann Hodgman, "I rarely make regular cheesecake anymore; it's just so massive." And slicing cheesecake neatly, especially when you're trying to serve a lot of people at once, is a massive pain. Ann says to make cheesecake recipes as bars, but I think my idea is better. This method makes for a little more fiddling to begin with, but the end result is way more manageable. And you don't have to worry about the whole water-bath business, which always results, no matter how much foil you wrap around the springform pan, in soggy crust because the pan has leaked.
My best guess for added sugar content if 18 timbales are made is right at 20 grams, or 80 calories, 20 below the limit of 100, so not bad.
Process graham crackers in food processor until finely ground, then pour in melted butter, process until clumpy. Put a heaping tablespoon of this mixture in each muffin cup lined with a foil liner. This recipe makes about 18 timbales.
Scoop in the chocolate filling about halfway up each muffin cup and then fill to about 1/8" or so from the top with the plain pumpkin filling. (The chocolate filling is stiffer than the plain pumpkin.) Don't overfill, as you want to have room for the topping. Bake for 15 minutes, then take a look. They shouldn't be completely firm but still a little jiggly in the middle, with a little cracking and puffing around the edges. You don't want to overbake them. You can also test the temperature--a thermometer inserted into the middle of the middle timbale should read at least 160. Remove from oven and cool enough so they sink in the middle. (See below.)
These really should be served cold. So if you're serving them at some sort of buffet or other event where they'll be sitting out for awhile, I would suggest rigging up some way to keep them chilled. What I've often done is to put two serving trays together with ziploc bags of water between them, making sure to get air out of the bags, Put them in the freezer, trying to have them as level as possible. This little trick will keep the timbales cold for a surprising length of time, and since the ice will be in sealed bags you don't have to worry about leakage when it starts to melt. There are also nice flat little freezer pacs that you can use. Whatever works!