Prepare the Cake

1. Preheat the Oven: Preheat your oven to 350°F (175°C). Grease and flour a 9×13-inch baking dish or prepare individual cupcake pans with liners.
2. Mix the Cake Batter: In a large mixing bowl, combine the vanilla cake mix, eggs, water, vegetable oil, and vanilla extract. Mix until smooth and well combined.
3. Bake the Cake: Pour the batter into the prepared baking dish or cupcake pans. Bake for 20-25 minutes (for cupcakes) or 30 minutes (for a larger dish) until a toothpick inserted into the center comes out clean.
4. Cool the Cake: Remove the cake from the oven and let it cool completely on a wire rack.

Prepare the Strawberries

1. Slice the Strawberries: While the cake is cooling, hull and slice the strawberries.
2. Sweeten the Strawberries: Place the sliced strawberries in a medium bowl, sprinkle with sugar, and toss gently. Let them sit for 10-15 minutes to release their juices.

Make the Whipped Cream

1. Whip the Cream: In a chilled mixing bowl, combine the heavy whipping cream, powdered sugar, and vanilla extract. Use a hand mixer or stand mixer to beat until soft peaks form.
2. Chill the Whipped Cream: For best results, chill the whipped cream in the fridge for a few minutes before serving.

Assemble the Cups

1. Prepare the Base: Once the cake has cooled, cut it into squares or use a round cutter for individual portions.
2. Layer the Cake and Strawberries: In individual cups or bowls, place a piece of cake at the bottom, then layer with sweetened strawberries and a dollop of whipped cream.
3. Repeat the Layers: For a more indulgent treat, repeat the layers of cake, strawberries, and whipped cream until the cups are full.
4. Garnish and Serve: Top each cup with extra strawberries and a swirl of whipped cream for a pretty finishing touch.