In a food processor, pulse together the flour, salt, and the 2 Tbsp. sugar until combined, about 5 pulses. Add the butter and pulse until the mixture resembles coarse meal, about 10 pulses. Add 6 Tbsp. ice water and pulse twice. The dough should hold together when squeezed with your fingers but should not be sticky. If it is crumbly, add more water, 1 tsp. at a time, pulsing twice after each addition (I added 9-10 Tbsp when all was said and done). Divide the dough in half, wrap with plastic, and press each into a disk. Refrigerate for at least 2 hours or up to overnight. Then when ready to begin assembling, let the dough stand at room temperature for 5 minutes.
On a floured surface, roll out 1 dough disk into a round 1/16 to 1/8 inch (2 to 3mm) thick. Brush off the excess flour. Using the Pocket Pie Mold, cut out 8 of each shape. Reroll dough scraps if necessary and cut out more shapes. Repeat with remaining dough disk.
Place a solid dough shape in the bottom half of the cutter and gently press the dough into the mold. Fill the center with 1 to 2 Tbsp. pie filling and brush edges of the dough with the egg wash. Top with matching shape. Press the top half of the cutter down to seal and crimp the edges of the pie. Remove the pie from the mold and place on a parchment lined baking sheet. Repeat with remaining dough. Freeze the pies 20-30 minutes.
To bake: Preheat oven to 400 F. Brush the pies with the egg wash and sprinkle with sugar. Bake until the crust is golden brown and the filling is gently bubbling, 15-20 minutes. Cool on a wire rack for ten minutes.