Prepare the cream cheese base: Beat the cream cheese in a large bowl with a hand mixer until completely smooth and free of lumps. This creates the perfect creamy foundation for your dip.
Mix in remaining ingredients: Add the powdered sugar, heavy whipping cream, and vanilla extract to the bowl. Beat with the hand mixer until the mixture becomes smooth and slightly fluffy, with all ingredients fully incorporated.
Assemble the dip: Transfer the cream cheese mixture into a serving bowl, creating an even layer. Top with strawberry jam, then gently swirl the jam into the mixture using the back of a spoon or butter knife for a beautiful marbled effect.