In a medium bowl, combine the sliced strawberries, granulated sugar, and 1 teaspoon of vanilla extract. Toss gently and let sit for about 15 minutes to allow the strawberries to release their juices.
In a separate bowl, whip the heavy cream, powdered sugar, and 1 teaspoon of vanilla extract until soft peaks form.
In serving cups or bowls, layer the cubed pound cake, followed by a layer of the macerated strawberries, and then a layer of whipped cream. Repeat the layers until the cups are filled, finishing with a dollop of whipped cream on top.
Garnish with mint leaves if desired. Serve immediately or refrigerate for up to 2 hours before serving.