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Remove large pit from avocado, scoop out flesh with a spoon and place in a food processor. Add in coconut milk, maple syrup, cocoa powder and vanilla. Puree on high, scraping down sides a couple of times, until smooth.
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Use the microwave to melt chocolate chips on medium for 1 minute. Stir and then heat again for 30 seconds at a time until completely melted and smooth. (Yes, I know. The microwaves will probably kill a bunch of your brain cells, but so does taking a walk down the street if you live in the city, so do it because it's way faster. If you're a purist by all means melt the chocolate slowly over a double boiler)
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Pour melted chocolate into the food processor and add salt and cinnamon. Puree again until completely smooth, scraping down sides again once or twice.
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Transfer to single serve glasses (like a fancy martini glass) or medium bowl. Refrigerate for at least 2 hours to set and get 'fudgey'.
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Serve topped with fresh berries, toasted coconut, toasted slivered almonds, or even some whipped coconut cream.