Rinse and hull the strawberries.
Blend the strawberries with 1/2 cup sugar in a blender or food processor until smooth. Adjust sweetness as needed.
Reserve about 1 cup of the puree for the whipped cream
Remove the chilled bowl from the freezer and pour the heavy whipping cream.
Add powdered sugar to the cream.
Using a mixer or whisk, beat the cream at medium speed, then gradually increase to high speed.
Once the cream starts forming soft peaks, gently fold in 1 cup of strawberry puree, careful not to deflate the whipped cream. Stop beating when the cream holds soft peaks.
Place two halves of strawberries at the bottom of each serving cup.
Add two tablespoons of strawberry puree on top of the strawberries.
Spoon or pipe about two tablespoons of the strawberry whipped cream into the cup.
Sprinkle one tablespoon of cookie crumble on top of the whipped cream.
Garnish with a halved strawberry or a small dollop of leftover puree for a decorative touch.
Serve immediately or refrigerate for up to 4 hours before serving. For the best presentation, add garnishes just before serving.