Chocolate Waffle Sundaes with Flambéed Cherries

Name: Chocolate Waffle Sundaes with Flambéed Cherries
Ingredients: 1 1/2 cups whole milk; 1 1/2 teaspoons active dry yeast; 1/3 cup plus 2 tablespoons unsweetened cocoa powder; 1 large egg; 1/3 cup vegetable oil; 1/4 cup sugar; 1 teaspoon pure vanilla extract; 1 3/4 cups all-purpose flour; 1 1/2 teaspoons kosher salt; 3/4 cup semisweet chocolate chips; Melted butter, for brushing; 1 pound fresh cherries, pitted (about 3 1/2 cups); 1/2 cup sugar; 1 cinnamon stick, broken in half; 1/4 teaspoon kosher salt; 2 tablespoons water; 1/3 cup dark rum; 2 tablespoons unsalted butter; Vanilla ice cream, for serving