01 - Preheat oven to 400°F. Line baking sheet with parchment paper.
02 - Whisk flour, sugar, baking powder, and salt in medium bowl until uniform.
03 - Work cold butter into dry mixture using pastry cutter or fingertips until coarse crumbs form.
04 - Stir milk and vanilla into crumb mixture just until dough comes together. Avoid overmixing.
05 - Drop tablespoon-sized dough mounds onto prepared baking sheet. Bake 12-15 minutes until golden brown. Cool completely on wire rack.
06 - Combine sliced strawberries, sugar, and lemon juice. Toss gently and rest 15 minutes to release juices.
07 - Beat cold heavy cream, powdered sugar, and vanilla on medium-high speed until soft peaks form.
08 - Crumble cooled shortcakes into bite-sized pieces. Layer crumbles, macerated strawberries, and whipped cream in 4 dessert glasses. Repeat layers, ending with whipped cream and garnish strawberry. Serve immediately or refrigerate up to 2 hours.