Preheat the oven to 350°. Butter a 9-by-13-inch baking dish and sprinkle 2 tablespoons of the turbinado sugar over the bottom of the dish. In a small bowl, cover the figs with the orange juice, 1/4 cup of bourbon and the bitters and let stand for 30 minutes. Drain the figs and discard the liquid.
Step 2 Make the Hard Sauce
In a large bowl, whisk the eggs with the egg yolks, brown sugar, granulated sugar, heavy cream, milk, orange zest, vanilla, salt and the remaining 1 tablespoon of bourbon. Add the brioche and figs and toss well. Let stand for 15 minutes.
Step 3 Make the Hard Sauce
Scrape the mixture into the prepared baking dish. Scatter the chocolate over the top and lightly press the pieces into the pudding. Sprinkle the remaining 1 tablespoon of turbinado sugar over the top. Cover with foil and bake for 30 minutes, until the pudding just starts to set around the edge. Uncover and bake for 30 minutes longer, until the pudding is set and the top is golden brown.
Step 4 Make the Hard Sauce
In a medium bowl, using an electric mixer, beat the butter with the sugar until smooth. Beat in the bourbon and bitters. Serve the warm bread pudding with a dollop of hard sauce.
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