In a medium bowl, combine the sliced strawberries with 2 tablespoons of powdered sugar. Toss to coat and let them macerate for about 10 minutes.
In a separate mixing bowl, whip the heavy cream with the remaining powdered sugar and vanilla extract until soft peaks form. Gently fold in the Greek yogurt until smooth and creamy.
Line the bottom of a 9x9 inch square baking dish with a layer of shortcake cookie crumbs using half of the crushed cookies.
Spread half of the whipped cream and yogurt mixture over the cookie crumbs, smoothing it out to cover evenly.
Spoon half of the macerated strawberries over the whipped cream layer, distributing them evenly.
Repeat the layers: add the remaining crushed cookies, followed by the rest of the whipped cream mixture, and top with the rest of the strawberries.
Cover the dish with plastic wrap and refrigerate for at least 4 hours or preferably overnight.
Before serving, garnish with fresh mint leaves for a pop of color and freshness.