Place 1/2 of the strawberries in a bowl and mash with a fork or potato masher. Add 1/2 cup of sugar and let the mixture sit until ready to use.
Pre-heat oven to 400 degrees
In a large bowl, sift flour, remaining sugar, salt and baking powder. Add olive oil and mxx with a fork until well combined. Slowly add in 2 cups of cream to the bowl and mix until dough is formed.
Flour a clean surface and place the mound of dough on top. Using your hands work the dough for a few minutes. Using a rolling pin, roll the dough into a large circle that is about 1/2 inch thick.
Using a 3-inch biscuit cutter, cut rounds and add to a parchment lined baking sheet. Brush the tops of each biscuit with olive oil. Place in the oven for 10-12 minutes.
While biscuits are baking add the remaining cream to a stand mixer. Add vanilla and powdered sugar. Using a whisk attachment, whip the mixture on medium speed until light and fluffy.
When biscuits are done baking, remove from the oven and let cool.
To serve: Place biscuit on a plate and cut in half or use two biscuits to make a sandwich. Place whipped cream in the center and drizzle strawberry mixture on top. Garnish with remaining strawberries and serve.
Enjoy!