Prepare the Cake Layer
If baking from scratch or a box mix, follow instructions to make vanilla or white cake.
Once baked and cooled, crumble into small pieces.
Spoon crumbled cake into 28 two-ounce plastic cups, filling each about halfway.
Make the Strawberry Sauce
In a saucepan, combine strawberries and sugar.
Cook over medium-low heat for ~15 minutes until berries break down and sauce thickens.
Mash berries as they cook, then cool to room temperature.
Make the Cream Cheese Whipped Cream
Beat cream cheese and powdered sugar until smooth.
Mix in vanilla extract.
Slowly drizzle in heavy cream while beating on low speed.
Increase speed to medium-high and whip until stiff peaks form.
Assemble the Cups
Spoon cooled strawberry sauce over cake crumbs.
Pipe or spoon whipped cream mixture on top.
Garnish each with diced fresh strawberries.
Chill and Serve
Cover each cup with a lid and refrigerate until serving.
Best served within 2–3 days.