I created this a while back for the most recent Mr. Black contest. It didn’t gain any traction there, but it did recently win 1st place in the January 2022 /r/cocktails competition where the required ingredients were rum and chocolate. This is one of my earliest originals, and I think it’s one of my best. The idea behind this drink is to evoke all the aspects of a shitty overnight shift. I picked some of my darkest-colored ingredients like black rum, Cynar, and Mr. Black to represent the dark of night. The coffee liqueur obviously represents the coffee you might need to get through the shift, and the bittersweet nature of it and the Cynar represent the bitterness you might feel about being there in the first place. I picked the Mole bitters to give it a kind of spiced mocha flavor and the orange bitters to accentuate the orange flavors of the Cynar and the garnish. A milder black rum adds a smooth brown sugar flavor which complements the other ingredients. Overall, it drinks like a bittersweet, slightly more dessert-y Manhattan riff. I think this would be a fantastic after-dinner drink, digestif, or nightcap, but be careful! It’s stronger than it tastes. Cheers.