Preheat oven to 400°. Whisk sugar, baking powder, salt, and 2 cups flour in a large bowl. Using your fingers or a pastry cutter, work in butter until the texture of coarse meal with a few pea-size pieces of butter remaining. Add cream and mix until dough just comes together (it will be sticky).
Turn out dough onto a lightly floured surface and pat into a 12x4” rectangle about ¾” thick. Cut out rounds with a 2½” biscuit cutter, re-rolling scraps as needed to make 8 rounds. Whisk egg with 1 Tbsp. water in a small bowl. Transfer rounds to a parchment-lined baking sheet and brush tops with egg wash. Bake until tops are golden brown and shortcakes are cooked through, 15–20 minutes. DO AHEAD: Shortcakes can be made 2 days ahead. Store tightly wrapped at room temperature.
Coarsely chop 2 cups strawberries (use any bruised or less perfect ones) and cook with 2 Tbsp. sugar in a medium saucepan over medium heat, stirring occasionally, until berries are softened, and mixture is slightly thickened, about 5 minutes. Let berry compote cool.
Meanwhile, tear basil and toss basil, 1 Tbsp. sugar, and remaining 2 cups strawberries in a medium bowl and let sit until fruit begins to release juices, 25–30 minutes. Discard basil before serving.
Using an electric mixer, beat cream, vanilla, and remaining 1 Tbsp. sugar to stiff peaks, about 6 minutes.
When you're ready to assemble-Split shortcakes and fill with berry compote, whipped cream mixture, and macerated strawberries. ENJOY!