Preheat oven to 350 degrees. Place liners in two 12-cup muffin tins.
Beat the canola oil with the brown sugar until combined. Beat in the eggs, one at a time, until fully incorporated, then mix in the yogurt and vanilla. Add the flour, black cocoa powder, baking powder, baking soda, and salt. With the mixer running, slowly stream in the hot coffee until just combined. The batter should be pourable, but not watery.
Divide the batter into the prepared tins, filling 2/3 of the way to the top. You will likely get 16-18 cupcakes. Bake for 15-20 minutes until the centers are set and a toothpick inserted emerges with just a few moist crumbs. Cool 10 minutes in the tins, then move cupcakes to a wire rack. Cool completely.
To make the buttercream, whip together the butter, maple syrup, and vanilla until combined. Add the powdered sugar and beat on high for 2-3 minutes, then stream in 4 tablespoons of heavy cream with the mixer running. Continue whipping until the frosting is fluffy and easily spread, about 3-4 minutes longer.
Remove 1/2 cup of the frosting into a separate small bowl. Using food dye, color the bigger portion of frosting orange; color the smaller portion brown. You may need to mix colors, but dyes usually have directions on the back of the box.
Fill a piping bag, or a gallon sized ziptop bag with a small segment of a corner snipped off, with the orange frosting. Pipe two half-moon strips of frosting on the outside edges of the cupcake. Pipe two more half-moon strips to fill the inside. Pipe a small swizzle of brown frosting at the top for the stem. Carefully place a thyme or oregano sprig by the stem for the leaves.
Serve immediately, or cover and refrigerate for up to 5 days.