01 - Preheat oven to 425°F. Line baking sheet with parchment paper.
02 - Whisk together flour, granulated sugar, baking powder, and salt in large bowl until thoroughly blended.
03 - Work cold cubed butter into flour mixture using pastry cutter or fingertips until coarse crumbs form. Some pea-sized butter pieces should remain.
04 - Pour in milk and vanilla extract. Stir gently until dough just comes together. Avoid overmixing to prevent tough texture.
05 - Drop dough portions (about 2 tablespoons each) onto prepared baking sheet, spacing 2 inches apart. Bake 12-15 minutes until golden brown. Cool completely then break into bite-sized pieces.
06 - Combine sliced strawberries, 1/3 cup granulated sugar, and lemon juice in bowl. Toss gently and let stand minimum 20 minutes until berries release juices and become syrupy.
07 - Beat cold heavy whipping cream with powdered sugar and vanilla using electric mixer until soft peaks form and cream holds its shape.
08 - Layer half the shortcake pieces in trifle dish or glass bowl. Top with half the macerated strawberries and juices. Spread half the whipped cream over berries. Repeat layers with remaining ingredients.
09 - Garnish with whole strawberries or light dusting of powdered sugar if desired. Refrigerate at least 30 minutes before serving to allow flavors to meld.