01 - Combine sliced strawberries with granulated sugar in a bowl. Let stand for 10–15 minutes until strawberries release their juices, stirring occasionally.
02 - Beat cream cheese, powdered sugar, and vanilla extract in a large bowl until completely smooth and creamy, about 2 minutes.
03 - In a separate chilled bowl, whip cold heavy cream until stiff peaks form. Do not overwhip.
04 - Gently fold whipped cream into the cream cheese mixture until fully incorporated and no white streaks remain. The filling should be light and airy.
05 - Arrange half of the shortbread cookies in a single layer in the bottom of a 9 x 9 inch square dish, breaking cookies as needed to fit.
06 - Spread half of the cream mixture evenly over the cookie layer. Top with half of the macerated strawberries, including their juices.
07 - Create a second layer with remaining cookies, followed by remaining cream mixture, and finish with remaining strawberries and juices.
08 - Cover dish tightly with plastic wrap and refrigerate for at least 2 hours, or overnight. This allows cookies to soften and flavors to meld together.
09 - If desired, garnish top with additional fresh strawberry slices or whole strawberries. Cut into squares and serve cold.