Preheat the oven to 350 degrees F. Lightly oil and flour 3 (9 by 1 1/2-inch round) cake pans.
In a large bowl, sift together the flour, sugar, baking soda, salt, and cocoa powder. In another large bowl, whisk together the oil, buttermilk 1, eggs, food coloring, vinegar, and vanilla.
Using a standing mixer, mix the dry ingredients into the wet ingredients until just combined and a smooth batter is formed.
Divide the cake batter evenly among the prepared cake pans. Place the pans in the oven evenly spaced apart. Bake, rotating the pans halfway through the cooking until the cake pulls away from the side of the pans, and a toothpick inserted in the center of the cakes comes out clean, about 30 minutes.
Remove the cakes from the oven and run a knife around the edges to loosen them from the sides of the pans. One at a time, invert the cakes onto a plate and then re-invert them onto a cooling rack, rounded-sides up. Let cool completely.
Frost the cake. Place 1 layer, rounded-side down, in the middle of a rotating cake stand. Using a palette knife or offset spatula spread some of the cream cheese frosting over the top of the cake. (Spread enough frosting to make a 1/4 to 1/2-inch layer.) Carefully set another layer on top, rounded side down, and repeat. Top with the remaining layer and cover the entire cake with the remaining frosting. Sprinkle the sides with the chocolate jimmies.
For the Frosting
In a stand mixer fitted with the paddle attachment, or with a hand-held electric mixer in a large bowl, mix the cream cheese, sugar, and butter on low speed until incorporated. Increase the speed to high, and mix until light and fluffy, about 5 minutes. (Occasionally turn the mixer off, and scrape the down the sides of the bowl with a rubber spatula.)
Reduce the speed of the mixer to low. Add the vanilla, cocoa, coffee and cinnamon. Raise the speed to high and mix briefly until fluffy (scrape down the bowl occasionally).
Store in the refrigerator until somewhat stiff, before using. It may be stored in the refrigerator for 3 days.
Yield: enough to frost a 3 layer (9-inch) cake
Notes
If you don't want a container of buttermilk sitting in the refrigerator until it becomes a science experiment, buy powdered buttermilk. There are several brands, and they are quite good. If you are using powdered buttermilk, add it to the dry ingredients, and add 1 cup of water for every cup of powder to the liquid ingredients.
Food gel does a better job of coloring foods because it is thicker, and requires less. Wilton makes excellent color gels.
Cinnamon is available in a grinder these days, so no need to use the powdered cinnamon that has already lost its flavor. If you cannot find it, use Saigon cinnamon instead.
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