Preheat oven according to cake box directions. Grease a 9x13 pan.
Mix 1.5 cups of strawberries and most of the jello powder into the cake batter.
Use slightly less water than the box requires to account for berry juice.
Bake the cake as directed and remove from oven.
While warm, poke holes across the top of the cake with a straw.
Macerate the remaining 0.5 cup of berries with a bit of jello powder.
Beat cream cheese, sugar, the macerated berries, and milk together until pourable.
Pour the glaze over the warm cake, filling the holes.
Chill in the refrigerator for at least 2 hours before serving.