In a bowl, combine the sliced strawberries with ¼ cup of the sugar. Allow the strawberries to macerate for about 10 minutes until they are soft and juicy.
While the strawberries macerate, prepare the whipped cream. In a mixing bowl, combine the heavy whipping cream, remaining ¾ cup of granulated sugar, and vanilla extract. Using a whisk or electric mixer, whip until soft peaks form.
In your trifle dish or large glass bowl, start layering the dessert. Begin with a layer of pound cake cubes, pressing them down gently.
Next, add a layer of the prepared vanilla pudding, spreading it evenly over the cake layer.
Follow with a layer of the macerated strawberries, spooning them over the pudding.
Add a layer of whipped cream, smoothing it across the strawberries.
Repeat the layers (cake, pudding, strawberries, whipped cream) until you've filled the dish, finishing with whipped cream on top.
For an elegant finish, garnish with fresh mint leaves and a few strawberry slices.
Refrigerate the trifle for at least 1 hour before serving to allow the flavors to meld together.