In a large bowl, toss the quartered strawberries with sugar and let sit in the refrigerator so they release their juices and become juicy and syrupy.
Preheat oven to 425 °F (220 °C). Line a baking sheet with parchment paper.
In a bowl, whisk together flour, sugar, baking powder, and salt.
Cut the cold butter into the dry ingredients using a pastry cutter until the mixture resembles coarse crumbs.
Stir together the heavy cream and vanilla, then pour into the flour mixture and stir with a spoon until just combined.
Using floured hands, form the dough into 8 rough balls and place them on the prepared baking sheet. Brush with extra cream and sprinkle with turbinado sugar if desired.
Bake 15–20 minutes until golden and cooked through. Let cool slightly.
Whip the heavy cream with sugar and vanilla until soft peaks form to make the whipped cream.
To assemble, split each shortcake in half, layer with berries and their juices, add a generous dollop of whipped cream, then top with the other half. Serve immediately.