Preheat oven to 400℉.
Rub potatoes with oil and salt. Place potatoes, cut side down, on a rimmed baking sheet. Brush with 2 tablespoons bourbon.
Bake until softened, 20 to 30 minutes. Let cool slightly. Leave oven on.
Without cutting through skin, make a lengthwise slit down center of each potato half. Gently press apart at slits to open up potatoes slightly.
In a medium bowl, stir together pecans, flour, brown sugar, and cinnamon.
In a small bowl, stir together melted butter and remaining 1/4 cup bourbon. Fold half of butter mixture into pecan mixture; reserve remaining butter mixture. Top each potato half with 1/3 cup pecan crumble.
Bake until crumble is browned and aromatic, 10 to 15 minutes. Drizzle with reserved butter mixture, rewarming in microwave, is necessary.